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Journal articles on the topic 'Separation of the diastereomers'

Author: Grafiati

Published: 24 April 2022

Last updated: 30 July 2025

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1

Domalain, Virginie, Marie Hubert-Roux, Laurence Quéguiner, et al. "Ion mobility-mass spectrometry analysis of diarylquinoline diastereomers: Drugs used for tuberculosis treatment." European Journal of Mass Spectrometry 25, no. 3 (2018): 291–99. http://dx.doi.org/10.1177/1469066718813226.

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Mycobacterium tuberculosis infection results in more than two million deaths per year and is the leading cause of mortality in people infected with HIV. A new structural class of antimycobacterials, the diarylquinolines, has been synthesized and is being highly effective against both M. tuberculosis and multidrug-resistant tuberculosis. As diarylquinolines are biologically active only under their ( R,S) stereoisomeric form, it is essential to differentiate the stereoisomers ( R,S) and ( R,R). To achieve this, tandem mass spectrometry and ion mobility spectrometry-mass spectrometry have been pe

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2

Raffiunnisa, N. Jaishetty, P. Ganesh та ін. "Synthesis of Quinoline-Based New Chiral Derivatizing Reagents and its use in the Derivatization and Enantioseparation of Few Structurally Similar β-Blockers using Liquid Chromatography and Structural Optimization using DFT". Asian Journal of Chemistry 35, № 8 (2023): 1855–61. http://dx.doi.org/10.14233/ajchem.2023.28037.

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In this work, quinoline based new chiral derivatizing reagent was synthesized by introducing chiral amino acid (L-proline) in the molecule. Synthesized chiral derivatizing reagent was characterized by spectroscopic techniques (1H NMR, FT-IR, HRMS and CHNS analysis) and used in the synthesis of diastereomer of chosen β-blockers. The RP-HPLC system was used to separate synthesized diastereomers (indirect approach of enantioseparation). Acetonitrile and buffer solution was used as mobile phase for analysis. The effect of varying concentrations and pH of mobile phase was optimized for the separati

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3

Balaji, Narayan, Suresh Sulochana, Neeraj Saini, Siva A., and Ramesh Mullangi. "Validated Chiral LC-ESI-MS/MS Method for the Simultaneous Quantification of Darolutamide Diastereomers and Its Active Metabolite in Mice Plasma: Application to a Pharmacokinetic Study." Drug Research 68, no. 11 (2018): 615–24. http://dx.doi.org/10.1055/a-0580-7218.

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AbstractA simple, selective and reliable LC-MS/MS method was developed and validated for the simultaneous quantitation of darolutamide diastereomers (diastereomer-1 and diastereomer-2) and its active metabolite i. e. ORM-15341 in mice plasma using warfarin as an internal standard (IS) as per the regulatory guidelines. Plasma samples were extracted by liquid-liquid extraction and the chromatographic separation was achieved on a Chiralpak IA column with an isocratic mobile phase 5 mM ammonium acetate:absolute alcohol (20:80, v/v) at a flow rate of 1.0 mL/min. Detection and quantitation was done

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4

Biedermann, David, Martina Hurtová, Oldřich Benada, Kateřina Valentová, Lada Biedermannová, and Vladimír Křen. "Continuous Diastereomeric Kinetic Resolution—Silybins A and B." Catalysts 11, no. 9 (2021): 1106. http://dx.doi.org/10.3390/catal11091106.

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The natural diastereomeric mixture of silybins A and B is often used (and considered) as a single flavonolignan isolated from the fruit extract of milk thistle (Silybum marianum), silymarin. However, optically pure silybin diastereomers are required for the evaluation of their biological activity. The separation of silybin diastereomers by standard chromatographic methods is not trivial. Preparative chemoenzymatic resolution of silybin diastereomers has been published, but its optimization and scale-up are needed. Here we present a continuous flow reactor for the chemoenzymatic kinetic resolut

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5

Hasanova, U. A., Z. O. Qahramanova, and P. F. Huseynova. "USING OPTICALLY ACTIVE CHIRAL CROWN ETHER AT ENANTIOMERIC SEPARATION OF AMINES." Azerbaijan Chemical Journal, no. 3 (September 28, 2021): 59–62. http://dx.doi.org/10.32737/0005-2531-2021-3-59-62.

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The synthesized S-enantiomer of the crown ether was used as an adsorbent to separate the racemic mixture of L-alanine ether of phenamine into individual diastereomers by column chromatography. Chromatographic separation occurred due to the formation of complexes of different stability between diastereomers and optically selective adsorbents on a host-guest principle. The separated diastereomers were converted into enantiomers by hydrolysis. The structure and optical activity of the synthesized crown ether and separated enantiomers were investigated by physicochemical methods

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6

Luo, Weide, Elena Atrazheva, Nancy Fregeau, William H. Gmeiner, and J. William Lown. "Synthesis and separation of diastereomers of O-(2,2,2-trifluoroethyl)-3′,5′-dinucleoside phosphates." Canadian Journal of Chemistry 72, no. 6 (1994): 1548–55. http://dx.doi.org/10.1139/v94-193.

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The synthesis, diastereomeric separation, and characterization are described for a series of novel O-(2,2,2-trifluoroethyl)-3′,5′-dinucleoside phosphates, required for incorporation into antisense probes in the magnetic resonance imaging investigation of biodistribution. Preliminary assignment of the absolute configuration of the Rp and Sp diastereomers is made on the basis of 31 P NMR spectra.

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7

El Hammoumi, M. M., L. Ait Said, A. El Bachiri, and M. Khoukhi. "Kinetic Separation of cis-and trans-Limonene Epoxide: Reaction of Diastereomeric Mixture of Limonene Oxides with Secondary Amine and Carbamate." Asian Journal of Chemistry 33, no. 11 (2021): 2667–70. http://dx.doi.org/10.14233/ajchem.2021.23379.

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A simple kinetic separation of (1:1) diastereomeric mixture of limonene oxides was used to purify cis-and trans-diastereomers of (R)-(+)-limonene oxide. The epoxide ring of trans-isomer was selectively opened by (R)-N-methyl-(α-methyl-benzyl)amine. This secondary nucleophilic amine left cis-limonene oxide largely unreacted and was obtained up to 90% yield. In a diverse way, (R)-N-(α-methylbenzyl) ethyl carbamate, selectively catalyze hydrolysis of cis-limonene oxide to 1,2-limonene diol leaving trans-limonene oxide largely unreacted. The unreacted trans-limonene oxide was recovered in up to 75

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8

Tang, Xiaoyan, Andrea H. Westlie, Eli M. Watson, and Eugene Y. X. Chen. "Stereosequenced crystalline polyhydroxyalkanoates from diastereomeric monomer mixtures." Science 366, no. 6466 (2019): 754–58. http://dx.doi.org/10.1126/science.aax8466.

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Stereoselective polymerization of chiral or prochiral monomers is a powerful method to produce high-performance stereoregular crystalline polymeric materials. However, for monomers with two stereogenic centers, it is generally necessary to separate diastereomers before polymerization, resulting in substantial material loss and added energy cost associated with the separation and purification process. Here we report a diastereoselective polymerization methodology enabled by catalysts that directly polymerize mixtures of eight-membered diolide (8DL) monomers with varying starting ratios of chira

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9

Solanki, M., S. Sehlangia, V. S. Talismanov, et al. "Synthesis of a Series of Quinoline-Based New Chiral Reagent and its Application in Separation of Racemic Mexiletine followed by Liquid Chromatography and Confirmation of Results Using Molecular Modelling; A Complete Study." Asian Journal of Chemistry 36, no. 2 (2024): 404–10. http://dx.doi.org/10.14233/ajchem.2024.30926.

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In present work, L-valine-based new chiral derivatives were prepared by introducing hydrophobic groups. The prepared derivatives were then used to prepare quinoline-based chiral reagents under mild amidation reaction and esterification reaction. Spectroscopic techniques, such as HRMS, FT-IR, 1H NMR and CHNS analysis, were used to characterize the synthesized chiral reagents. The synthesized series of reagents was then used to derivatize diastereomers of racemic mexiletine and these diastereomers were separated using the RP-HPLC (a derivatization approach of enantioseparation). The mobile phase

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10

Sharma, N. K., L. Kaur, S. Alwera, V. S. Talismanov, A. K. Tripathi та A. Mondal. "Sensitive Detection and Enantioseparation of β-Blockers with Quinoline Based Active Chiral Reagents using HPLC: Separation Mechanism and DFT Modelling". Asian Journal of Chemistry 36, № 6 (2024): 1334–40. http://dx.doi.org/10.14233/ajchem.2024.31487.

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A sensitive and effective method for the detection and enantioseparation of β-blockers was developed. Three quinoline-based active chiral reagents were prepared followed by an amide and ester formation reaction. The synthesized active chiral reagents were characterized with spectroscopic techniques such as NMR, FT-IR, UV, HRMS and elemental analyzer. The active reagents were used in the diastereomerization of the racemic β-blockers (propranolol, metoprolol and carvedilol). Synthesized diastereomeric pairs were then subjected to RP-HPLC for chromatographic separation. The eluting phase, which c

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11

Kramell, Robert, Gernot Schneider, Jürgen Schmidt, Günther Sembdner, and Klaus Schreiber. "Optical Resolution of Racemic Jasmonic Acid by Separation of Diastereomeric Mandelyl Esters." Zeitschrift für Naturforschung B 45, no. 3 (1990): 377–81. http://dx.doi.org/10.1515/znb-1990-0312.

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The reaction of racemic jasmonic acid with either (R)-mandelic acid or its (S)-enantiomer resulted in a mixture of diastereomeric esters. Both the O-[(±)-jasmonoyl]-(R)-mandelic acids (2a, 2b) and the O-[(±)-jasmonoyl]-(S)-mandelic acids (3a, 3b) could be separated by silica gel chromatography. By hydrolysis of the pure diastereomers, resolved (+)-JA (la) and (–)-JA (lb) were obtained. The structures and the purity of all compounds were confirmed by 1H NMR, MS, GC/MS, IR and ORD.

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12

Růžička, Josef, Ludvík Streinz, David Šaman, et al. "Chlorofluoroacetic Acid as a Highly Versatile Derivatizing Agent: Assignment of Stereochemistry to Esters of Chiral Alcohols." Collection of Czechoslovak Chemical Communications 65, no. 5 (2000): 695–707. http://dx.doi.org/10.1135/cccc20000695.

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Stereochemistry of a series of diastereomeric esters obtained from chiral alcohols 1a-21a by derivatization with (S)- or (R)-chlorofluoroacetic acid was correlated with their LC and GC separation (∆tr) and NMR resolution (∆δ). Both the chromatographic and NMR spectral behavior of respective diastereomers was found to follow systematic rules reflecting their steric arrangement. Moreover, identical conformations of the esters seem to be preferred in solution as well as in the chromatographic processes. Reasons underlying this behavior are discussed.

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13

Skelton, Brian W., Gerhard F. Swiegers, Allan H. White та S. Bruce Wild. "A Diastereomer of an ortho-Palladated R)-α-Methylbenzylamine Complex Containing an (R,R)-Tetra(tertiary phosphine) in Which the Two Organometallic Rings Have Opposite Helicities". Australian Journal of Chemistry 51, № 12 (1998): 1141. http://dx.doi.org/10.1071/c98104.

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The bis(palladium(II)–(R)-a-methylbenzylamine) diastereomers of the (R*,R*)-(±)-form of the lin- ear tetra(tertiary phosphine) 1,1,4,7,10,10-hexaphenyl-1,4,7,10-tetraphosphadecane, (RC)(RP,RP)- and (RC)(SP,SP)-(4), are readily separated because of a large difference in their solubilities in moderately polar solvents. The single-crystal X-ray structure of (RC)(SP,SP)-(4), along with published data on (RC)(RP,RP)-(4), suggests that the ease of separation is due to conformational differences in the two organometallic rings present in each diastereomer (δδ or δλ) in the solid state.

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14

Terekhov, Roman P., Evgeny S. Melnikov, Ilya D. Nikitin, et al. "Diastereomers of Spheroidal Form and Commercially Available Taxifolin Samples." Scientia Pharmaceutica 92, no. 1 (2024): 5. http://dx.doi.org/10.3390/scipharm92010005.

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Taxifolin is a natural polyphenol belonging to the class of flavonoids. The structure of this compound is characterized by the presence of two chiral centers. The spheroidal form of taxifolin (TAXs) has emerged as a promising modification due to enhanced solubility, higher safety profile, and long-term release from solid dosage forms. The study’s objective was to assess the diastereomeric content in TAXs and industrially produced samples of taxifolin. Considering the difference in the physico-chemical properties of diastereomers and based on the literature data, we developed a qualitative HPLC

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15

Katti, S. B., and Kan Agarwal. "Separation of diastereomers of methylphosphonate dinucleotides." Tetrahedron Letters 27, no. 44 (1986): 5327–30. http://dx.doi.org/10.1016/s0040-4039(00)85202-8.

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16

Qu, Lu, Jingya Ruan, Song Wu, et al. "Separation and Bioactive Assay of 25R/S-Spirostanol Saponin Diastereomers from Yucca schidigera Roezl (Mojave) Stems." Molecules 23, no. 10 (2018): 2562. http://dx.doi.org/10.3390/molecules23102562.

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In order to find a simple, generic, efficient separation method for 25R/S-spirostanol saponin diastereomers, the liquid chromatographic retention behaviors of C12 carbonylation and C12 unsubstituted 25R/S-spirostanol saponin diastereomers on different stationary phases (C8, C18, C30 columns) and different mobile phases (MeOH-1% CH3COOH and CH3CN-1% CH3COOH) were investigated. A C30 column was firstly found to offer the highest efficiency for the separation of this kind of diastereomers than C8 and C18 columns. Meanwhile, the analysis results indicated that both CH3CN-1% CH3COOH and MeOH-1% CH3

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17

Nosal, Daniel G., Douglas L. Feinstein, Luying Chen, and Richard B. van Breemen. "Separation and Quantification of Superwarfarin Rodenticide Diastereomers—Bromadiolone, Difenacoum, Flocoumafen, Brodifacoum, and Difethialone—in Human Plasma." Journal of AOAC INTERNATIONAL 103, no. 3 (2020): 770–78. http://dx.doi.org/10.1093/jaoacint/qsaa007.

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Abstract Background Superwarfarins, second-generation long-acting anticoagulant rodenticides, are 4-hydroxycoumarin analogues of warfarin that contain a large hydrophobic side chain. These compounds contain two chiral centers and are synthesized for commercial use as two pairs of diastereomer. Objective To support studies of superwarfarin pharmacokinetics and other efforts to improve clinical care for poisoning victims, a quantitative assay was developed for the measurement of diastereomer of bromadiolone, difenacoum, flocoumafen, brodifacoum, and difethialone in human plasma. Method Based on

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18

Mullin, Lauren, Jennifer A. Burgess, Ingrid Ericson Jogsten, Dawei Geng, Andy Aubin, and Bert van Bavel. "Rapid separation of hexabromocyclododecane diastereomers using a novel method combining convergence chromatography and tandem mass spectrometry." Analytical Methods 7, no. 7 (2015): 2950–58. http://dx.doi.org/10.1039/c4ay02923b.

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19

Enmark, Martin, Joakim Bagge, Jörgen Samuelsson, et al. "Analytical and preparative separation of phosphorothioated oligonucleotides: columns and ion-pair reagents." Analytical and Bioanalytical Chemistry 412, no. 2 (2019): 299–309. http://dx.doi.org/10.1007/s00216-019-02236-9.

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AbstractOligonucleotide drugs represent an emerging area in the pharmaceutical industry. Solid-phase synthesis generates many structurally closely related impurities, making efficient separation systems for purification and analysis a key challenge during pharmaceutical drug development. To increase the fundamental understanding of the important preparative separation step, mass-overloaded injections of a fully phosphorothioated 16mer, i.e., deoxythymidine oligonucleotide, were performed on a C18 and a phenyl column. The narrowest elution profiles were obtained using the phenyl column, and the

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20

Nadeem Hashmi, S. A., Anil Kumar, and S. B. Kacti. "Synthesis and Separation of Dinucleoside Phenylphosphonate Diastereomers." Nucleosides and Nucleotides 13, no. 5 (1994): 1039–47. http://dx.doi.org/10.1080/15257779408011877.

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21

Knierzinger, Andreas, Willy Walther, Beat Weber, and Thomas Netscher. "A Practical Method for the Stereochemical Analysis of Acyclic Terpenoid Carbonyl Compounds." CHIMIA 43, no. 6 (1989): 163. https://doi.org/10.2533/chimia.1989.163.

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The stereoisomeric composition of acyclic terpene aldehydes and ketones can be assayed by derivatization with L(+)-diisopropyl tartrate and separation of the ensuing acetal diastereomers by gas chromatography.

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22

Angamuthu, Venkatachalam, and Dar-Fu Tai. "Synthesis of Natural (−)-Antrocin and Its Enantiomer via Stereoselective Aldol Reaction." Molecules 25, no. 4 (2020): 831. http://dx.doi.org/10.3390/molecules25040831.

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The total synthesis of (−)-antrocin and its enantiomer are presented. Antrocin (−)-1 is an important natural product which acts as an antiproliferative agent in a metastatic breast cancer cell line (IC50: 0.6 μM). The key features of this synthesis are: (a) selective anti-addition of trimethylsilyl cyanide (TMSCN) to α,β-unsaturated ketone; (b) resolution of (±)-7 using chiral auxiliary L-dimethyl tartrate through formation of cyclic ketal diastereomers followed by simple column chromatography separation and acid hydrolysis; (c) substrate-controlled stereoselective aldol condensation of (+)-12

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23

Hönig, H., P. Seufer-Wasserthal, and H. Weber. "Simultaneous separation of enantiomers of diastereomers by lipases." Tetrahedron Letters 31, no. 21 (1990): 3011–12. http://dx.doi.org/10.1016/s0040-4039(00)89011-5.

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24

Fekete, J., M. Milen, L. Hazai, et al. "Comparative study on separation of diastereomers by HPLC." Chromatographia 57, no. 3-4 (2003): 147–53. http://dx.doi.org/10.1007/bf02491708.

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25

Slavova, Tatiana G., Gergana M. Radulova, and Krassimir D. Danov. "Saturated Micellar Networks: Phase Separation and Nanoemulsification Capacity." Colloids and Interfaces 8, no. 1 (2024): 11. http://dx.doi.org/10.3390/colloids8010011.

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Different oils can be homogeneously dispersed in the network junctions of the separated bicontinuous micellar phases. Upon dilution, these dispersions spontaneously form nanoemulsions. The possibility of a micellar sponge phase formation in the case of mixtures with three anionic and two zwitterionic surfactants in the presence of divalent and monovalent salts is studied. The best results are obtained using sodium lauryl ether sulfate with 1 ethylene oxide group (SLES-1EO) and both cocamidopropyl betaine (CAPB) or N,N-dimethyldodecylamine N-oxide (DDAO) in the presence of an appropriate small

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26

Phillips, Shawn T., James N. Dodds, Berkley M. Ellis, Jody C. May, and John A. McLean. "Chiral separation of diastereomers of the cyclic nonapeptides vasopressin and desmopressin by uniform field ion mobility mass spectrometry." Chemical Communications 54, no. 68 (2018): 9398–401. http://dx.doi.org/10.1039/c8cc03790f.

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27

Omran, Omran Abdellah, Kim Larsen, Reinhard Wimmer, and Donghong Yu. "Synthesis, Separation and Characterization of Thiacalix[4]arenes Diastereomers." Phosphorus, Sulfur, and Silicon and the Related Elements 183, no. 1 (2007): 150–55. http://dx.doi.org/10.1080/10426500701564183.

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28

Hegyi, Cs, E. Olah, J. Fekete, and G. Szainik. "Separation of Cypermethrin Diastereomers by Normal Phase Liquid Chromatography." Journal of Liquid Chromatography & Related Technologies 29, no. 19 (2006): 2835–51. http://dx.doi.org/10.1080/10826070600959401.

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29

Hansson, Göran, and Martin Ahnoff. "Chromatographic separation of amide diastereomers: Correlation with molecular descriptors." Journal of Chromatography A 666, no. 1-2 (1994): 505–17. http://dx.doi.org/10.1016/0021-9673(94)80412-5.

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30

HASHMI, S. A. N., A. KUMAR, and S. B. KATTI. "ChemInform Abstract: Synthesis and Separation of Dinucleoside Phenylphosphonate Diastereomers." ChemInform 26, no. 2 (2010): no. http://dx.doi.org/10.1002/chin.199502202.

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31

Onishi, Takafumi, and Weston J. Umstead. "The Separation of Cannabinoids on Sub-2 µm Immobilized Polysaccharide Chiral Stationary Phases." Pharmaceuticals 14, no. 12 (2021): 1250. http://dx.doi.org/10.3390/ph14121250.

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The increased use and applicability of Cannabis and Cannabis-derived products has skyrocketed over the last 5 years. With more and more governing bodies moving toward medical and recreational legalization, the need for robust and reliable analytical testing methods is also growing. While many stationary phases and methods have been developed for this sort of analysis, chiral stationary phases (CSPs) are unique in this area; not only can they serve their traditional chiral separation role, but they can also be used to perform achiral separations. Given that mixtures of cannabinoids routinely co

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32

Tandon, Manju, Leonard I. Wiebe, and Edward E. Knaus. "Synthesis, separation, and absolute configuration of the two 5-(2,2-dibromocyclopropyl) and four 5-(2-bromocyclopropyl) diastereomers of 2′-deoxyuridine." Canadian Journal of Chemistry 67, no. 9 (1989): 1484–88. http://dx.doi.org/10.1139/v89-226.

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The reaction of 3-N-3′,5′-di-O-tribenzoyl-2′-deoxy-5-vinyluridine (2) with dibromocarbene, generated from PhHgCBr3 under thermal neutral conditions, yielded a mixture of the 5-[(1S)-2,2-dibromocyclopropyl]- (3a) and 5-[(1R)-2,2-dibromocyclopropyl]-3-N-3′,5′-di-O-tribenzoyl-2′-deoxy-5-vinyluridine (4a) diastereomers, which were separated (1:1 ratio). Treatment of 3a and 4a with methanolic ammonia afforded the respective 5-[(1S)-2,2-dibromocyclopropyl]- (3b) and 5-[(1R)-2,2-dibromocyclopropyl]-2′-deoxyuridines (4b). The absolute configuration of 3b has been established by X-ray crystal structure

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33

Gopal, D., N. Grinberg, T. Dowling, H. Perpall, G. Bicker, and P. Tway. "Validation of a Separation of Diastereomers in the Pharmaceutical Industry." Journal of Liquid Chromatography 16, no. 8 (1993): 1749–68. http://dx.doi.org/10.1080/10826079308021685.

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34

Bringezu, Frank, Bodo Dobner, Runald Stritzel, Barbara Elsner, and Peter Nuhn. "Preparative separation of the diastereomers of methyl branched-chain phosphatidylcholines." Journal of Chromatography A 724, no. 1-2 (1996): 367–72. http://dx.doi.org/10.1016/0021-9673(95)01014-9.

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35

HOENIG, H., P. SEUFER-WASSERTHAL, and H. WEBER. "ChemInform Abstract: Simultaneous Separation of Enantiomers of Diastereomers by Lipases." ChemInform 22, no. 23 (2010): no. http://dx.doi.org/10.1002/chin.199123065.

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36

Sidana, Jasmeen, and Lokesh Kumar Joshi. "Recycle HPLC: A Powerful Tool for the Purification of Natural Products." Chromatography Research International 2013 (November 6, 2013): 1–7. http://dx.doi.org/10.1155/2013/509812.

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Natural compounds occur as various isomeric or closely related structures in biological matrices. These compounds are difficult to separate from the complex mixtures, and hence, the need for effective and innovative separation techniques arises. Recycle HPLC allows the recycling of sample, in part or full, and increases the separation efficiency of the process while keeping the peak dispersion to a minimum. Recycling in an HPLC system has been used in the isolation and purification of different types of natural products including enantiomers, diastereomers, epimers, positional isomers, and str

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37

Schmid, Alexander, Kurt Polborn, and Thomas Lindel. "Synthesis of a 30-Membered Macrocycle Incorporating Two Ruthenium Sandwich Complexes." Zeitschrift für Naturforschung B 68, no. 5-6 (2013): 707–13. http://dx.doi.org/10.5560/znb.2013-3067.

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The first macrocycle incorporating two ruthenium sandwich complexes has been synthesised. Key step is a cyclodimerisation by double etherification of a p-chlorophenylalanine-derived [RuCp*]+ complex. Silica-based cation exchange chromatography allowed the separation of dicationic diastereomers. Assignment of the relative configurations was possible by X-ray structure determination. Partial demetalation in acetonitrile proceeded in high yield by irradiation in the presence of biphenyl

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38

Chen, Wei Zhu, Hua Fang, Rui Zao Yi, Zhuan Hong, and Yu Fen Zhao. "Separation of antiviral nucleoside phosphoramidate diastereomers by analytical supercritical fluid chromatography." Phosphorus, Sulfur, and Silicon and the Related Elements 191, no. 6 (2016): 913–18. http://dx.doi.org/10.1080/10426507.2015.1114946.

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39

Milroy, Coleen S., Gary R. Dennis, and R. Andrew Shalliker. "Ultra‐High Resolution Separation of Diastereomers on Carbon Adsorption Stationary Phases." Journal of Liquid Chromatography & Related Technologies 30, no. 8 (2007): 991–99. http://dx.doi.org/10.1080/10826070601128360.

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40

He, Kaizhang, and Barbara Ramsay Shaw. "Synthesis and separation of diastereomers of uridine 2′,3′-cyclic boranophosphate." Bioorganic & Medicinal Chemistry Letters 11, no. 5 (2001): 615–17. http://dx.doi.org/10.1016/s0960-894x(00)00700-9.

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41

Enmark, Martin, Maria Rova, Jörgen Samuelsson, Eivor Örnskov, Fritz Schweikart, and Torgny Fornstedt. "Investigation of factors influencing the separation of diastereomers of phosphorothioated oligonucleotides." Analytical and Bioanalytical Chemistry 411, no. 15 (2019): 3383–94. http://dx.doi.org/10.1007/s00216-019-01813-2.

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Ramstedt, Bodil, and J. Peter Slotte. "Separation and Purification of Sphingomyelin Diastereomers by High-Performance Liquid Chromatography." Analytical Biochemistry 282, no. 2 (2000): 245–49. http://dx.doi.org/10.1006/abio.2000.4612.

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Liao, Weike, Yu Zhang, Zhixu Zhou, et al. "Synthesis, structural analysis, vibrational properties, and chiral separation of Xanthine-Quinazoline diastereomers." Journal of Molecular Structure 1253 (April 2022): 132311. http://dx.doi.org/10.1016/j.molstruc.2021.132311.

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Pandey, Ramesh C., Luben K. Yankov, Alexander Poulev, Raghu Nair, and Salvatore Caccamese. "Synthesis and Separation of Potential Anticancer Active Dihalocephalomannine Diastereomers from Extracts ofTaxusyunnanensis." Journal of Natural Products 61, no. 1 (1998): 57–63. http://dx.doi.org/10.1021/np970266s.

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He, Kaizhang, Ahmad Hasan, Bozenna Krzyzanowska та Barbara Ramsay Shaw. "Synthesis and Separation of Diastereomers of Ribonucleoside 5‘-(α-P-Borano)triphosphates". Journal of Organic Chemistry 63, № 17 (1998): 5769–73. http://dx.doi.org/10.1021/jo972002g.

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Armstrong, Daniel W., Wade DeMond, Ala Alak, Willie L. Hinze, Terrence E. Riehl, and Khanh H. Bui. "Liquid chromatographic separation of diastereomers and structural isomers on cyclodextrin-bonded phases." Analytical Chemistry 57, no. 1 (1985): 234–37. http://dx.doi.org/10.1021/ac00279a054.

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Armstrong, Daniel W., Feng-Ying He, and Soon M. Han. "Planar chromatographic separation of enantiomers and diastereomers with cyclodextrin mobile phase additives." Journal of Chromatography A 448 (January 1988): 345–54. http://dx.doi.org/10.1016/s0021-9673(01)84596-9.

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Katoh, Tadashi, Koichi Narita, Noel Sayar, Ken Saijo, and Chikashi Ishioka. "A Concise Approach for Producing Optically Pure Carboxylic Acid Segments for the Synthesis of Bicyclic Depsipeptide Histone Deacetylase Inhibitors." Synthesis 51, no. 06 (2019): 1408–18. http://dx.doi.org/10.1055/s-0037-1612059.

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Optically pure carboxylic acid segments, which are common key intermediates for the synthesis of naturally occurring bicyclic depsipeptide histone deacetylase inhibitors, have been produced efficiently. The method features the chromatographic separation of two diastereomers, which were formed by direct amide condensation of racemic (3RS,4E)-3-hydroxy-7-mercaptohept-4-enoic acid (rac-Hmh) with chiral amino acids. This approach offers a reliable and practical method for producing optically pure carboxylic acid segments, which can facilitate easier access to important anticancer agents derived fr

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Nubbemeyer, Udo, Jonas Donges, Sandra Hofmann, et al. "Synthesis of Optically Active N-(4-Hydroxynon-2-enyl)pyrrolidines: Key Building Blocks in the Total Synthesis of Streptomyces coelicolor Butanolide 5 (SCB-5) and Virginiae Butanolide A (VB-A)." Synthesis 53, no. 15 (2021): 2632–42. http://dx.doi.org/10.1055/s-0037-1610770.

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Abstract:

AbstractStarting from 5-methylhexanal and (S)-configured N-propargylprolinol ethers, coupling delivered N-(4-hydroxynon-2-ynyl)prolinol derivatives as mixtures of C4 diastereomers. Resolution of the epimers succeeded after introduction of an (R)-mandelic ester derivative and subsequent HPLC separation. Alternatively, suitable oxidation gave the corresponding alkynyl ketone. Midland reagent controlled diastereoselective reduction afforded a defined configured propargyl alcohol with high selectivity. LiAlH4 reduction and Mosher analyses of the allyl alcohols enabled structure elucidation. The su

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Demelenne, Alice, Gwenael Nys, Cindy Nix, John C. Fjeldsted, Jacques Crommen, and Marianne Fillet. "Separation of phosphorothioated oligonucleotide diastereomers using multiplexed drift tube ion mobility mass spectrometry." Analytica Chimica Acta 1191 (January 2022): 339297. http://dx.doi.org/10.1016/j.aca.2021.339297.

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