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Статті в журналах з теми "Oxazolidinas"

Автор: Grafiati
Опубліковано: 4 червня 2021
Оновлено: 1 лютого 2022

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1

Couture, Philippe, та John Warkentin. "Spiro-fused 2-alkoxy-2-amino-Δ3-1,3,4-oxadiazolines. Synthesis and thermolysis to corresponding aminooxycarbenes". Canadian Journal of Chemistry 75, № 9 (1997): 1264–80. http://dx.doi.org/10.1139/v97-153.

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Анотація:
Δ3-1,3,4-Oxadiazolines spiro-fused at C2 to C2 to oxazolidines (12) or to C2 of tetrahydro-1,3-oxazines (13) were synthesized. The oxadiazolines undergo thermolysis in benzene at 90 °C with first-order rate constants of (1.6–50) × 10−5 s−1. The dependence of these rate constants on the nature of the substituents present on the oxadiazoline ring is consistent with a mechanism involving a carbonyl ylide intermediate. Substituents on N of the oxazolidine or tetrahydro-1,3-oxazine moieties play a major role in determining the fragmentation pathways. Oxadiazolines with N-carbonyl groups (12c–j, 13d,e) afford essentially quantitative yields of the corresponding aminooxycarbenes, while other fragmentation reactions compete with carbene generation in the case of oxadiazolines with N-methyl (12b, 13c) or N-sulfonyl (12k) groups. Keywords: nucleophilic carbene, aminooxycarbene, oxadiazoline, oxazolidin-2-ylidene, carbonyl ylide.
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2

Bajtel, Ákos, Mounir Raji, Matti Haukka, Ferenc Fülöp, and Zsolt Szakonyi. "Stereoselective synthesis and transformation of pinane-based 2-amino-1,3-diols." Beilstein Journal of Organic Chemistry 17 (May 3, 2021): 983–90. http://dx.doi.org/10.3762/bjoc.17.80.

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Анотація:
A library of pinane-based 2-amino-1,3-diols was synthesised in a stereoselective manner. Isopinocarveol prepared from (−)-α-pinene was converted into condensed oxazolidin-2-one in two steps by carbamate formation followed by a stereoselective aminohydroxylation process. The relative stereochemistry of the pinane-fused oxazolidin-2-one was determined by 2D NMR and X-ray spectroscopic techniques. The regioisomeric spiro-oxazolidin-2-one was prepared in a similar way starting from the commercially available (1R)-(−)-myrtenol (10). The reduction or alkaline hydrolysis of the oxazolidines, followed by reductive alkylation resulted in primary and secondary 2-amino-1,3-diols, which underwent a regioselective ring closure with formaldehyde or benzaldehyde delivering pinane-condensed oxazolidines. During the preparation of 2-phenyliminooxazolidine, an interesting ring–ring tautomerism was observed in CDCl3.
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3

Aldmairi, Abdul, David Knight, and Thomas Wirth. "Acid-Catalyzed Tandem Process for the One-Pot Synthesis of Oxazolidines." Synlett 28, no. 20 (2017): 2976–78. http://dx.doi.org/10.1055/s-0036-1591513.

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Анотація:
A simple protocol for the synthesis of oxazolidines from aziridines and allylic alcohols is reported. The solid-supported sulfonic acid catalyst can be easily removed after the reaction by a simple filtration leading to the oxazolidine reaction products in good to excellent yields.
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4

Dettwiler, James E., Laurent Bélec та William D. Lubell. "Synthesis and application of L-N-Boc-N-methyl-β-hydroxyvaline in the preparation of a depsipeptide". Canadian Journal of Chemistry 83, № 6-7 (2005): 793–800. http://dx.doi.org/10.1139/v05-033.

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Анотація:
Enantiopure (>99% ee) L-N-tert-butyloxycarbonyl-N-methyl-β-hydroxyvaline (2) was synthesized in six steps and 43% overall yield from D-serine methyl ester (5). Methyl (4S)-N-(9-phenylfluoren-9-yl)-oxazolidine-4-carboxylate (7) was prepared in two steps and 73% yield by N-phenylfluorenation of 5 followed by cyclization of N-(PhF)amino alcohol 6 with formaldehyde and catalytic p-toluenesulfonic acid (PhF = 9-phenylfluoren-9-yl). The addition of MeLi to oxazolidine carboxylate 7 produced the tertiary alcohol 8 in 91% yield. Oxazolidines 8 equilibrated with oxazolidine 9 under acidic conditions. Reduction of pure 8 or the mixture of oxazolidines 8 and 9 with NaCNBH3 and hydrochloric acid in anhydrous dioxane afforded N-methyl amino diol 11 in 86%–92% yields. Attempts to selectively oxidize N-(PhF)amino diol 11 were unsuccessful; however, hydrogenation of 11 in the presence of di-tert-butyl dicarbonate gave the corresponding N-(Boc)amino diol 12 in 82% yield. Selective oxidation of diol 12 was performed using a cocktail containing TEMPO free radical, NaClO2, and NaOCl to give L-N-Boc-N-methyl-β-hydroxyvaline (2) in 87% yield. Coupling of β-hydroxyvaline 2 and (S)-2-hydroxy-3-methylbutanoate (15) was accomplished by using the methodology of Mitsunobu to provide depsipeptide Boc-(S)-HOMeVal-(R)-Hmb (4) for use as a building block in the synthesis of the cyclic antifungal depsipeptide aureobasidin B.Key words: N-methylated amino acid, serine, depsipeptide, aureobasidin.
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5

Yang, Bin, Kantapat Chansaenpak, Hongmiao Wu, et al. "Silver-promoted (radio)fluorination of unsaturated carbamates via a radical process." Chemical Communications 53, no. 24 (2017): 3497–500. http://dx.doi.org/10.1039/c7cc01393k.

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Анотація:
The intramolecular fluorocyclization of unsaturated carbamates proceeds via a cyclization/1,2-(hetero)aryl migration/fluorination cascade involving an unusual radical process, and provides a straightforward access to (radio)fluorinated oxazolidin-2-ones, oxazolidine-2,4-diones and 1,3-oxazinan-2-ones.
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6

Husain, Syed Masood, Roland Fröhlich, Dirk Schepmann, and Bernhard Wünsch. "Enantioselective Synthesis of a 2,2-Disubstituted Tetrahydro-3- benzazepine as Novel NMDA Receptor Antagonist." Zeitschrift für Naturforschung B 65, no. 2 (2010): 191–96. http://dx.doi.org/10.1515/znb-2010-0216.

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Анотація:
The tricyclic oxazolidines trans-4 and cis-4 were interconverted upon treatment with allyltrimethylsilane/ TiCl4. The oxazolidine trans-4 was diastereoselectively reacted with PhMgBr to yield the 4,4-disubstituted 3-benzazepinone 6, along with two side products. An X-ray crystal structure analysis of 6 proved the (R)-configuration of the stereogenic center C-4 and thus the retention of configuration. Reduction of 6 with AlCl3/LiAlH4 (1/3) followed by hydrogenolysis with H2, Pd/C resulted in the formation of enantiomerically pure 2-methyl-2-phenyl-tetrahydro-3-benzazepine 11 which has a moderate affinity (Ki = 496 nM) to the PCP binding site of the NMDA receptor.
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7

Nogueira, Thais C. M., Alessandra C. Pinheiro, James L. Wardell, Marcus V. N. de Souza, Jordan P. Abberley та William T. A. Harrison. "Weak C—H...O and C—H...π hydrogen bonds and π–π stacking interactions in a series of fourN′-[(E)-(aryl)methylidene]-N-methyl-2-oxo-1,3-oxazolidine-4-carbohydrazides". Acta Crystallographica Section C Structural Chemistry 71, № 8 (2015): 647–52. http://dx.doi.org/10.1107/s2053229615012450.

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Анотація:
Oxazolidin-2-ones are widely used as protective groups for 1,2-amino alcohols and chiral derivatives are employed as chiral auxiliaries. The crystal structures of four differently substituted oxazolidinecarbohydrazides, namelyN′-[(E)-benzylidene]-N-methyl-2-oxo-1,3-oxazolidine-4-carbohydrazide, C12H12N3O3, (I),N′-[(E)-2-chlorobenzylidene]-N-methyl-2-oxo-1,3-oxazolidine-4-carbohydrazide, C12H12ClN3O3, (II), (4S)-N′-[(E)-4-chlorobenzylidene]-N-methyl-2-oxo-1,3-oxazolidine-4-carbohydrazide, C12H12ClN3O3, (III), and (4S)-N′-[(E)-2,6-dichlorobenzylidene]-N,3-dimethyl-2-oxo-1,3-oxazolidine-4-carbohydrazide, C13H13Cl2N3O3, (IV), show that an unexpected mild-condition racemization from the chiral starting materials has occurred in (I) and (II). In the extended structures, the centrosymmetric phases, which each crystallize with two molecules (AandB) in the asymmetric unit, formA+Bdimers linked by pairs of N—H...O hydrogen bonds, albeit with different O-atom acceptors. One dimer is composed of one molecule with anSconfiguration for its stereogenic centre and the other with anRconfiguration, and possesses approximate local inversion symmetry. The other dimer consists of eitherR,RorS,Spairs and possesses approximate local twofold symmetry. In the chiral structure, N—H...O hydrogen bonds link the molecules intoC(5) chains, with adjacent molecules related by a 21screw axis. A wide variety of weak interactions, including C—H...O, C—H...Cl, C—H...π and π–π stacking interactions, occur in these structures, but there is little conformity between them.
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8

Barbera, Vincenzina, Sara Musto, Giuseppe Infortuna, et al. "SERINOL DERIVATIVES FOR THE SUSTAINABLE VULCANIZATION OF DIENE ELASTOMERS." Rubber Chemistry and Technology 91, no. 4 (2018): 701–18. http://dx.doi.org/10.5254/rct.18.81528.

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ABSTRACT 2-amino-1,3-propandiol (serinol) was used as the starting building block of synthetic pathways that led to the preparation of innovative chemicals suitable as ingredients for rubber compounds. Serinol based reactions were performed in the frame of a sustainable process, in the absence of any solvent and catalyst, with aldehydes and ketones, such as acetone, cinnamaldehyde and camphor. The synthesis of either imines or oxazolidines was obtained with high selectivity. Serinol, imine and oxazolidine derivatives of serinol were used as accelerator for the vulcanization of diene rubbers. They were proved to be efficient secondary accelerators in silica based compounds based on poly(styrene-co-butadiene) in place of diphenyl guanidine. The kinetics of vulcanization was investigated for natural rubber based compounds in the absence of any filler. With respect to serinol, the imine derivatives were able to enhance the induction time of vulcanization and to afford a similar vulcanization rate.
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9

Couture, Philippe, and John Warkentin. "Chemistry of cyclic aminooxycarbenes." Canadian Journal of Chemistry 75, no. 9 (1997): 1281–94. http://dx.doi.org/10.1139/v97-154.

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Анотація:
A series of oxazolidin-2-ylidenes and one tetrahydro-1,3-oxazin-2-ylidene, generated by thermolysis of Δ3-1,3,4-oxadiazolines in benzene at 90 °C, were intercepted by insertion into the OH bond of phenols. In two cases the initial products rearranged to N-(2-aryloxyethyl)-N-methylformamides. The activation energy for rotation about the amide CN bond of those ultimate products was measured as 20.4 kcal/mol. The aminooxycarbenes reacted with two equivalents of methyl or phenyl isocyanate to give spiro-fused hydantoins. Major products from the reactions of the N-carbonyl carbenes with dimethyl acetylenedicarboxylate or with methyl propiolate were 2-oxazolines resulting from apparent acyl transfers from N to C in the proposed dipolar intermediates; minor products of 1:2 (carbene:trap) stoichiometry were also observed. Keywords: nucleophilic carbene, aminooxycarbene, oxadiazoline, amide rotation, oxazolidine.
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10

Beyzaei, Hamid, Reza Aryan, and Zahra Keshtegar. "Synthesis of New Imidazolidine and Tetrahydropyrimidine Derivatives." Advances in Chemistry 2014 (July 14, 2014): 1–4. http://dx.doi.org/10.1155/2014/834641.

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Анотація:
Synthesis of new imidazolidine and tetrahydropyrimidine derivatives 3a, b and 4a–c as cyclic 1,3-diamines under two reaction conditions (A and B) is described. Under reaction conditions-A, a suspension of (E)-2-cyano-2-(oxazolidin-2-ylidene)ethanethioamide 1 (1 eq.) and diaminoalkanes 2a–e (2 eq.) in absolute ethanol is heated under reflux for 16–22 h to afford 3a, b and 4a–c. Alternatively, under reaction conditions-B, a solution of thioamide 1 (1 eq.) in diaminoalkanes 2a–e (3 eq.) is stirred under solvent-free conditions at room temperature for 3 days to give desired products. Reaction conditions-A for having higher yields, shorter reaction times, and required less diamines is more effective than reaction conditions-B. Oxazolidine ring opening is observed by reacting compound 1 with all of the diamines 2a–e, but the thioamide group only reacts with nonbulky diamines 2a, b. The chemical structures of novel compounds were confirmed by 1H NMR, 13C NMR, elemental analysis, and FT-IR spectrometry.
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11

Zhu, Wen-Run, Qiong Su, Ning Lin, et al. "Organocatalytic synthesis of chiral CF3-containing oxazolidines and 1,2-amino alcohols: asymmetric oxa-1,3-dipolar cycloaddition of trifluoroethylamine-derived azomethine ylides." Organic Chemistry Frontiers 7, no. 21 (2020): 3452–58. http://dx.doi.org/10.1039/d0qo00990c.

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Анотація:
A series of CF3-containing oxazolidines were constructed via organocatalytic asymmetric oxa-1,3-dipolar cycloaddition. These oxazolidines could undergo facile conversion to CF3-containing 1,2-amino alcohols with vicinal stereogenic centers.
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12

Morales-Nava, Rosmarbel, Mario Fernández-Zertuche, and Mario Ordóñez. "Microwave-Assisted Improved Synthesis of Oxazolidin-2-ones, Oxazolidine-2-thiones and Thiazolidine-2-thione Chiral Auxiliaries." Molecules 16, no. 10 (2011): 8803–14. http://dx.doi.org/10.3390/molecules16108803.

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13

Moreno-Mañas, Marcial, and Imma Padros. "Preparation of oxazolidin-2-ones by oxidation of oxazolidine-2-thiones. A proton magnetic resonance structural study." Journal of Heterocyclic Chemistry 30, no. 5 (1993): 1235–39. http://dx.doi.org/10.1002/jhet.5570300511.

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14

Monge, Antonio, Ignacio Aldana, Hugo Cerecetto, and Argimiro Rivero. "Synthesis of new oxazolidine, oxazolidin-2-one and perhydro-1,4-oxazine derivatives of arylethanolamine as potentialbeta3-adrenoceptor agonists." Journal of Heterocyclic Chemistry 32, no. 5 (1995): 1429–39. http://dx.doi.org/10.1002/jhet.5570320504.

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15

Kanazawa, Hitoshi, Aya Inada, Aya Sakon та Hidehiro Uekusa. "Crystal structure of γ-methylL-glutamateN-carboxy anhydride". Acta Crystallographica Section E Crystallographic Communications 71, № 1 (2015): 48–50. http://dx.doi.org/10.1107/s2056989014026917.

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Анотація:
In the title compound, C7H9NO5, alternative nameN-carboxy-L-glutamic anhydride γ-methyl ester, the oxazolidine ring is essentially planar with a maximum deviation of 0.020 (3) Å. In the crystal, molecules are linked by N—H...O hydrogen bonds between the imino group and the carbonyl O atom in the methyl ester group, forming a tape structure along thea-axis direction. The tapes are linked by C—H...O interactions into a sheet parallel to theacplane. The tapes are also stacked along thebaxis with short contacts between the oxazolidine rings [C...O contact distances = 2.808 (4)–3.060 (4) Å], so that the oxazolidine rings are arranged in a layer parallel to theabplane. This arrangement of the oxazolidine rings is very preferable for the polymerization of the title compound in the solid state.
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16

Huang, Xin, Weizhao Zhao, De-Li Chen, et al. "Benzyne-mediated trichloromethylation of chiral oxazolines." Chemical Communications 55, no. 14 (2019): 2070–73. http://dx.doi.org/10.1039/c9cc00557a.

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17

Munive, Laura, Sena A. Dzakuma, and Horacio F. Olivo. "Stereochemical control on the Michael addition of chiral 1,3-oxazolidine-2-thiones to N-crotonyl 1,3-oxazolidin-2-ones." Tetrahedron Letters 54, no. 10 (2013): 1230–32. http://dx.doi.org/10.1016/j.tetlet.2012.12.074.

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18

MORENO-MANAS, M., and I. PADROS. "ChemInform Abstract: Preparation of Oxazolidin-2-ones by Oxidation of Oxazolidine-2-thiones. A Proton Magnetic Resonance Structural Study." ChemInform 25, no. 16 (2010): no. http://dx.doi.org/10.1002/chin.199416156.

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19

Andrade, Saulo F., Claudia S. Teixeira, Jonas P. Ramos, et al. "Synthesis of a novel series of 2,3,4-trisubstituted oxazolidines designed by isosteric replacement or rigidification of the structure and cytotoxic evaluation." Med. Chem. Commun. 5, no. 11 (2014): 1693–99. http://dx.doi.org/10.1039/c4md00136b.

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20

Fairhurst, Robin A., Harry Heaney, George Papageorgiou, Robert F. Wilkins, and Stephen C. Eyley. "Mannich reactions of oxazolidines." Tetrahedron Letters 30, no. 11 (1989): 1433–36. http://dx.doi.org/10.1016/s0040-4039(00)99485-1.

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21

Gaisina, Karina R., Alexander F. Khlebnikov, and Mikhail S. Novikov. "Non-pericyclic cycloaddition of gem-difluorosubstituted azomethine ylides to the CO bond: computational study and synthesis of fluorinated oxazole derivatives." Organic & Biomolecular Chemistry 15, no. 21 (2017): 4579–86. http://dx.doi.org/10.1039/c7ob00521k.

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The cycloaddition of α,α,α-trifluoroacetophenones with gem-difluoro-substituted azomethine ylides, generated from N-benzhydrylideneamines and difluorocarbenes, occurs regioselectively to give fluorinated oxazolidines.
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22

Zhao, Li-Xia, Hai-Tao Qu, Ying Fu, Shuang Gao, and Fei Ye. "Alleviation of injury from chlorimuron-ethyl in maize treated with safener 3-dichloroacetyl oxazolidine." Canadian Journal of Plant Science 95, no. 5 (2015): 897–903. http://dx.doi.org/10.4141/cjps-2014-437.

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Анотація:
Zhao, L.-X., Qu, H.-T., Fu, Y., Gao, S. and Ye, F. 2015. Alleviation of injury from chlorimuron-ethyl in maize treated with safener 3-dichloroacetyl oxazolidine. Can. J. Plant Sci. 95: 897–903. The protective effects of herbicide safeners, including 3-dichloroacetyl-2,2-dimethyl-1,3-oxazolidine (R-28725), 3-dichloroacetyl-2,2-dimethyl-4-ethyl-1,3-oxazolidine (Racemate), and its two enantiomers (R)-3-dichloroacetyl-2,2-dimethyl-4-ethyl-1,3-oxazolidine (R-enantiomer) and (S)-3-dichloroacetyl-2,2-dimethyl-4-ethyl-1,3-oxazolidine (S-enantiomer), on reducing the phytotoxicity of chlorimuron-ethyl to maize were investigated. Soaking the seeds in safeners increased the endogenous glutathione (GSH) content and glutathione-S-transferase (GST) activity of maize. When induced by R-enantiomer, the GST activity in vivo and in vitro increased 180 and 192% compared with control, respectively. R-28725 and R-enantiomer also increased the acetolactate synthase (ALS) activity inhibited by chlorimuron-ethyl from 45 to 100 and 97% compared with the control, respectively. The kinetic parameter Vmax of GST in the maize treated with R-28725 and R-enantiomer increased by 103 and 92%, respectively, compared with the control. Our results suggest that R-28725 and R-enantiomer could significantly improve the GSH content, GST activity, and ALS activity of maize. Overall, maize could be protected from the injury caused by chlorimuron-ethyl.
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23

Berredjem, Malika, Assia Allaoui, Amani Direm, Noureddine Aouf, and Nourredine Benali-Cherif. "(4S)-4-Benzyl-N-{[(4S)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]sulfonyl}-2-oxo-1,3-oxazolidine-3-carboxamide." Acta Crystallographica Section E Structure Reports Online 66, no. 7 (2010): o1611—o1612. http://dx.doi.org/10.1107/s1600536810020866.

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24

Anitha, Mandala, Mallepalli Shankar, and K. C. Kumara Swamy. "Reactivity of epoxy-ynamides with metal halides: nucleophile (Br/Cl/OH)-assisted tandem intramolecular 5-exo-digor 6-endo-digcyclisation and AgF2-promoted oxidation." Organic Chemistry Frontiers 6, no. 8 (2019): 1133–39. http://dx.doi.org/10.1039/c9qo00027e.

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25

Inada, Aya, and Hitoshi Kanazawa. "Crystal structure ofO-benzyl-L-tyrosineN-carboxy anhydride." Acta Crystallographica Section E Crystallographic Communications 73, no. 4 (2017): 553–55. http://dx.doi.org/10.1107/s2056989017004236.

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Анотація:
In the title compound, C17H15NO4(alternative name;O-benzyl-L-tyrosineN-carboxy anhydride), the oxazolidine ring is planer, with an r.m.s. deviation of 0.039 Å. The benzyloxy and benzyl rings are almost coplanar, making a dihedral angle of 0.078 (10)°, and are inclined to the oxazolidine ring by 59.16 (11) and 58.42 (11)°, respectively. In the crystal, molecules are linked by N—H...O and C—H...O hydrogen bonds, forming ribbons propagating along [010]. The ribbons are linked by C—H...π interactions, forming a three-dimensional supramolecular structure. The oxazolidine rings of adjacent ribbons are arranged into a layer parallel to theabplane. This arrangement is favourable for the polymerization of the compound in the solid state.
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26

Chen, Qiaonan, Xiao Liang, Jiahui Du, et al. "Correction: Construction of highly fluorescent N–O seven-membered heterocycles via thermo-oxidation of oxazolidines." Journal of Materials Chemistry C 7, no. 31 (2019): 9766. http://dx.doi.org/10.1039/c9tc90149c.

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27

Munive, Laura, Sena A. Dzakuma, and Horacio F. Olivio. "ChemInform Abstract: Stereochemical Control on the Michael Addition of Chiral 1,3-Oxazolidine-2-thiones to N-Crotonyl 1,3-Oxazolidin-2-ones." ChemInform 44, no. 25 (2013): no. http://dx.doi.org/10.1002/chin.201325117.

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28

MONGE, A., I. ALDANA, H. CERECETTO та A. RIVERO. "ChemInform Abstract: Synthesis of New Oxazolidine, Oxazolidin-2-one and Perhydro-1,4- oxazine Derivatives of Arylethanolamine as Potential β3- Adrenoceptor Agonists." ChemInform 27, № 13 (2010): no. http://dx.doi.org/10.1002/chin.199613066.

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29

Hou, Yunlei, Mingze Qin, Xiuxiu Yang, et al. "Palladium-catalyzed three-component tandem cyclization of buta-2,3-dien-1-ol, aryl iodides, and imines: an efficient protocol for the synthesis of oxazolidine derivatives." RSC Advances 7, no. 12 (2017): 7401–5. http://dx.doi.org/10.1039/c6ra27993g.

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Анотація:
An efficient three-component tandem cyclization reaction for the synthesis of highly substituted oxazolidines was achieved through the Pd0-catalyzed cyclization of buta-2,3-dien-1-ol with aryl iodides and imines.
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30

Pigrau, Carlos. "Oxazolidinonas y glucopéptidos." Enfermedades Infecciosas y Microbiología Clínica 21, no. 3 (2003): 157–65. http://dx.doi.org/10.1016/s0213-005x(03)72907-3.

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31

Bolte, M., S. Monz, and K. Wagner. "Three 3-arylsulfonyl-1,3-oxazolidines." Acta Crystallographica Section C Crystal Structure Communications 55, no. 2 (1999): 222–26. http://dx.doi.org/10.1107/s010827019801258x.

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32

Colombo, L., C. Gennari, G. Poli, C. Scolastico, and S. De Munari. "Asymetric dihydroxylations via chiral oxazolidines." Tetrahedron Letters 26, no. 44 (1985): 5459–62. http://dx.doi.org/10.1016/s0040-4039(00)98236-4.

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33

Camoutsis, Charalambos. "Steroidal oxazoles, oxazolines, and oxazolidines." Journal of Heterocyclic Chemistry 33, no. 3 (1996): 539–57. http://dx.doi.org/10.1002/jhet.5570330303.

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34

Fulop, Ferenc, Kalevi Pihlaja, Kari Neuvonen, Gabor Bernath, Gyula Argay, and Alajos Kalman. "Ring-chain tautomerism in oxazolidines." Journal of Organic Chemistry 58, no. 7 (1993): 1967–69. http://dx.doi.org/10.1021/jo00059a065.

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35

Khrushcheva, N. S., N. M. Loim, E. V. Vorontsov, and V. I. Sokolov. "Solid-phase synthesis of oxazolidines." Russian Chemical Bulletin 43, no. 12 (1994): 2130–31. http://dx.doi.org/10.1007/bf00700189.

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36

Katritzky, Alan R., Justo Cobo-Domingo, Baozhen Yang, and Peter J. Steel. "Diastereoselective Synthesis of N-Substituted Ethyl 4-Phenyloxazolidine-2-carboxylates." Journal of Chemical Research 23, no. 2 (1999): 162–63. http://dx.doi.org/10.1177/174751989902300248.

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Анотація:
( S)-2-Phenylglycinol, ethyl glyoxylate, formaldehyde and benzotriazole formed stereospecifically ethyl (2 S,4 S)- N-(benzotriazol-1-yl)methyl-4-phenyloxazolidine-2-carboxylate (1) which was converted into chiral N-substituted oxazolidines, via regiospecific substitutions of the benzotriazolyl residue.
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37

Fu, Ying, Hai Tao Li, Qing Shan Zhao, and Fei Ye. "CoMSIA Study of a Series of N-Dichloroacetyl Oxazolidine Derivatives." Applied Mechanics and Materials 195-196 (August 2012): 380–84. http://dx.doi.org/10.4028/www.scientific.net/amm.195-196.380.

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Анотація:
Comparative molecular similarity indices analysis (CoMSIA) were performed on N-dichloroacetyl oxazolidine derivatives as herbicide safeners. The best CoMSIA models that were generated using atom based alignmen, Rcv2=0.632, n=4, R2=0.927, F=31.796 and s=0.097. The contributions of steric field, electrostatics field, hydrophobicities field and hydrogenbond acceptor were 0.127, 0.260, 0.285 and 0.328, respectively. The CoMSIA model was satisfactory and would be useful for the future design of new N-dichloroacetyl oxazolidine herbicide safener.
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38

Malla, Ali Mohammed, Mehtab Parveen, Faheem Ahmad, Shaista Azaz, and Mahboob Alam. "[Et3NH][HSO4]-catalyzed eco-friendly and expeditious synthesis of thiazolidine and oxazolidine derivatives." RSC Advances 5, no. 25 (2015): 19552–69. http://dx.doi.org/10.1039/c4ra15590d.

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39

Darabantu, Mircea, Gérard Plé, Ion Silaghi-Dumitrescu та ін. "Synthesis and Stereochemistry of Some 1,3-Oxazolidine Systems Based on TRIS (α,α,α-Trimethylolaminomethane) and Related Aminopolyols Skeleton. Part 1: (Di)spiro-1,3-oxazolidines". Tetrahedron 56, № 23 (2000): 3785–98. http://dx.doi.org/10.1016/s0040-4020(00)00268-4.

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40

Puente Guijarro, César Arturo. "Curtición de pieles bovinas con Caelsalpinia spinosa en combinación con oxazolidina." Industrial Data 22, no. 1 (2019): 7–22. http://dx.doi.org/10.15381/idata.v22i1.16522.

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Анотація:
La curtición mineral (cromo III) es la más utilizada a nivel mundial, produce efectos nocivos al ambiente no solo en el proceso, sino también cuando los artículos han cumplido su vida útil y deben ser desechados a los vertederos de basura. En ese lugar, el contacto con agentes oxidantes puede producir la degradación del cromo trivalente a hexavalente, el cual es un compuesto altamente contaminante. El presente estudio tiene por finalidad determinar el efecto de una curtición con Caelsalpinia spinosa (tara) en combinación con oxazolidina, para crear una curtición agradable con el ambiente al reemplazar al cromo III. Como conclusión se determina que, con la utilización de oxazolidina más Caelsalpinia spinosa, se consiguen cueros con resistencias físicas elevadas que superan los estándares de calidad de las normas técnicas, así como una apreciación sensorial muy atractiva para el juez tanto en los cueros como en los artículos de marroquinería.
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41

Kovalyuk, Elena, Anastasiya Vasyutina, and Vladimir Matofonov. "STUDY OF OXAZOLIDIN-2-ONES AS INHIBITORS ACID CORROSION OF STEEL." Bulletin of the Angarsk State Technical University 1, no. 14 (2020): 46–51. http://dx.doi.org/10.36629/2686-777x-2020-1-14-46-51.

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Анотація:
The article presents the results of a study of individual representatives of oxazolidin-2-ones as inhibitors of acid corrosion of steel. The influence of temperature and inhibitor concentration on the degree of protection was evaluated by a complete two-factor experiment. The results of electrochemical tests of steel are presented. Oxazolidin-2-ones can be attributed to a group of promising inhibitors of acid corrosion of steel and continue research.
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42

Aho, Aapo, Antti Äärelä, Heidi Korhonen, and Pasi Virta. "Expanding the Scope of the Cleavable N-(Methoxy)oxazolidine Linker for the Synthesis of Oligonucleotide Conjugates." Molecules 26, no. 2 (2021): 490. http://dx.doi.org/10.3390/molecules26020490.

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Анотація:
Oligonucleotides modified by a 2′-deoxy-2′-(N-methoxyamino) ribonucleotide react readily with aldehydes in slightly acidic conditions to yield the corresponding N-(methoxy)oxazolidine-linked oligonucleotide-conjugates. The reaction is reversible and dynamic in slightly acidic conditions, while the products are virtually stable above pH 7, where the reaction is in a ‘‘switched off-state’’. Small molecular examinations have demonstrated that aldehyde constituents affect the cleavage rate of the N-(methoxy)oxazolidine-linkage. This can be utilized to adjust the stability of this pH-responsive cleavable linker for drug delivery applications. In the present study, Fmoc-β-Ala-H was immobilized to a serine-modified ChemMatrix resin and used for the automated assembly of two peptidealdehydes and one aldehyde-modified peptide nucleic acid (PNA). In addition, a triantennary N-acetyl-d-galactosamine-cluster with a β-Ala-H unit has been synthesized. These aldehydes were conjugated via N-(methoxy)oxazolidine-linkage to therapeutically relevant oligonucleotide phosphorothioates and one DNA-aptamer in 19–47% isolated yields. The cleavage rates of the conjugates were studied in slightly acidic conditions. In addition to the diverse set of conjugates synthesized, these experiments and a comparison to published data demonstrate that the simple conversion of Gly-H to β-Ala-H residue resulted in a faster cleavage of the N-(methoxy)oxazolidine-linker at pH 5, being comparable (T0.5 ca 7 h) to hydrazone-based structures.
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43

Rajasekaran, Tamilselvan, B. Sridhar, and B. V. Subba Reddy. "Rh2(OAc)4 catalyzed highly diastereoselective synthesis of 2,4,5-triaryl-1,3-oxazolidines and spirooxindolyl oxazolidines." Tetrahedron 72, no. 17 (2016): 2102–8. http://dx.doi.org/10.1016/j.tet.2016.02.055.

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44

Kukharev, B. F., V. K. Stankevich, and V. A. Kukhareva. "Oxazolidines. 1. Basic catalytic disproportionation of cyclohexanospiro-2-oxazolidines: Synthesis of N-substituted 4,5,6,7-tetrahydroindoles." Chemistry of Heterocyclic Compounds 22, no. 4 (1986): 437–39. http://dx.doi.org/10.1007/bf00542786.

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45

Fu, Ying, Hai Tao Li, Qing Shan Zhao, and Fei Ye. "CoMFA Study on Novel Substitute Oxazolidine Derivatives." Advanced Materials Research 345 (September 2011): 320–25. http://dx.doi.org/10.4028/www.scientific.net/amr.345.320.

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Анотація:
A series of novel Substitute oxazolidine derivatives with potential herbicide safener activity has been modeled using a 3D quantitative structure-activity relationships approach known comparative molecular field analysis (CoMFA). The cross-validated q2 of CoMFA was 0.612, non-cross-validated R2 was 0.986, and F-test value was 120.1, respectively, with the biological activity of the compounds was expressed by pRC30 (root length). The results are critically discussed using a variety of statistical parameters. The CoMFA model was satisfactory and would be useful for the future design of new N-dichloroacetyl oxazolidine herbicide safener.
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46

Kanazawa, Hitoshi, та Aya Inada. "Crystal structure of γ-ethyl-L-glutamateN-carboxy anhydride". Acta Crystallographica Section E Crystallographic Communications 71, № 1 (2015): 110–12. http://dx.doi.org/10.1107/s2056989014027170.

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Анотація:
In the title compound (alternative nameN-carboxy-L-glutamic anhydride γ-ethyl ester), C8H11NO5, the oxazolidine ring is essentially planar, with a maximum deviation of 0.019 (2) Å. In the crystal, molecules are linked by N—H...O hydrogen bonds between the imino group and the carbonyl O atom in the ethyl ester group, forming a tape structure along thec-axis direction. The oxazolidine rings of adjacent tapes are arranged into a layer parallel to theacplane. This arrangement is favourable for the polymerization of the title compound in the solid state.
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47

Kanazawa, Hitoshi, та Aya Inada. "Crystal structure of β-benzylDL-aspartateN-carboxyanhydride". Acta Crystallographica Section E Crystallographic Communications 73, № 3 (2017): 445–47. http://dx.doi.org/10.1107/s2056989017003024.

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Анотація:
In the title racemic compound, C12H11NO5[systematic name: benzyl 2-(2,5-dioxooxazolidin-4-yl)acetate], the oxazolidine ring is planar, with an r.m.s. deviation of 0.03 Å. The benzyl ring is almost normal to the oxazolidine ring, making a dihedral angle of 80.11 (12)°. In the crystal, inversion dimers are formed between the L- and D-enantiomersviapairs of N—H...O hydrogen bonds. This arrangement is favourable for the polymerization of the compound in the solid state. The dimers are linked by C—H...O hydrogen bonds, forming layers parallel to theabplane.
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48

Zlotin, Sergei G., Svetlana S. Arabadzhi, Mikhail N. Zharkov та Ilya V. Kuchurov. "Synthesis of Chiral N-Nitro-oxazolidin-2-ones and O-(β-Nitraminoalkyl) Carbamates in Liquefied 1,1,1,2-Tetrafluoroethane Medium". Synthesis 52, № 22 (2020): 3485–91. http://dx.doi.org/10.1055/s-0040-1706762.

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Анотація:
AbstractA convenient synthesis of chiral N-nitro-oxazolidin-2-ones by nitration of α-amino acid derived 1,3-oxazolidin-2-ones containing one or two stereogenic centers with dinitrogen pentoxide in liquefied 1,1,1,2-tetrafluoroethane medium has been developed. The obtained N-nitroheterocycles were converted into enantiomerically pure O-(β-nitraminoalkyl) carbamates by treatment with ammonia or amines in the same solvent. The synthesized N-nitro compounds are slightly toxic in vitro to Human Embryonic Kidney 293 (HEK293) cells.
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49

Bouayad, Kaoutar, Youssef Kandri Rodi, Youness Ouzidan, El Mokhtar Essassi, Mohamed Saadi, and Lahcen El Ammari. "Crystal structure of 5-chloro-1,3-bis[2-(2-oxo-1,3-oxazolidin-3-yl)ethyl]-1H-benzimidazol-2(3H)-one." Acta Crystallographica Section E Crystallographic Communications 71, no. 10 (2015): o735—o736. http://dx.doi.org/10.1107/s2056989015016102.

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Анотація:
In the title compound, C17H19ClN4O5, the benzimidazole fused-ring system is essentially planar, the maximum deviation from the mean plane being 0.06 (1) Å. Both oxazolidine rings are nearly planar, the maximum deviations from the mean planes are 0.071 (13) and 0.070 (10) Å. The dihedral angle between the mean planes of the oxazolidine rings is 69.9 (7)°. The benzimidazole mean plane makes the dihedral angles of 43.9 (6) and 45.6 (6)° with the two oxazolidine rings. In the crystal, the molecules are linked together by weak C—H...O hydrogen bonds building zigzag tapes running along thecaxis. The Cl atom is split over two positions with an occupancy ratio of 0.567 (7):0.433 (7). This means that the reaction yields two isomers,AandB; theAcomponent has the Cl-atom substituent in the 5-position of the benzimidazolone ring and theBcomponent has the Cl atom in the 6-position. The two isomers form the disordered co-crystal, with a nearly half Cl atom in each of them, as indicated by the occupancy ratio. The crystal structure was refined as an inversion twin.
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50

Li, Shao-Gang, Jian-Wei Jin та Yikang Wu. "Regio-selective reduction of the C–C double bonds in α,β-unsaturated acyl 4-substituted oxazolidin-2-ones and oxazolidine-2-thiones". Tetrahedron 68, № 3 (2012): 846–50. http://dx.doi.org/10.1016/j.tet.2011.11.038.

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