SYNTHESIS AND EVALUATION OF 2 NOVEL MIXED CHIRAL STATIONARY PHASES DERIVING FROM TYROSINE - CSPS DESIGNED FOR THE RESOLUTION OF EITHER PI-ACID OR PI-BASIC RACEMATES

被引：21

作者：

TAMBUTE, A

SIRET, L

CAUDE, M

BEGOS, A

ROSSET, R

机构：

[1] CTR ETUD BOUCHET,DIRECT RECH & ETUD TECHN,BP NO 3,LE BOUCHET,F-91710 VERT LE PETIT,FRANCE

[2] ECOLE NATL SUPER CHIM,CHIM ANALYT LAB,F-75231 PARIS 05,FRANCE

来源：

CHIRALITY | 1990年 / 2卷 / 02期

关键词：

chiral stationary phases; enantiomeric separations; HPLC; chiral recognition mechanisms; mobile phase optimization; tyrosine chiral selector; UV‐vis charge transfer band; γ‐mercaptopropyl silica gel;

D O I：

10.1002/chir.530020208

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis and chromatographic evaluation of two novel chiral stationary phases (CSPs) deriving from (S)‐tyrosine are reported. The chiral graft has been designed in order to bear both π‐acid and π‐basic sites, each one being connected to a distinct asymmetric centre. An intramolecular π‐π interaction may take place within these CSPs, leading to an energetically favoured conformation of the chiral selector (CS). The enantiorecognition ability of these CSPs was investigated for various classes of either π‐acid or π‐basic racemates. It is shown that these CSPs are able to separate simultaneously π‐acid and π‐basic racemates. Finally, chiral recognition mechanisms and mobile phase optimization are discussed. Copyright © 1990 Wiley‐Liss, Inc.

引用

页码：106 / 119

页数：14

共 16 条

[1]

Allenmark S. G., 1988, CHROMATOGRAPHIC ENAN

[2]

HO HM, 1987, J CHROMATOGR, V393, P357

[3]

Krstulovic A.M., 1989, CHIRAL SEPARATIONS H

[4] DIRECT SEPARATION OF ALBENDAZOLE SULFOXIDE ENANTIOMERS BY LIQUID-CHROMATOGRAPHY ON A CHIRAL COLUMN DERIVING FROM (S)-N-(3,5-DINITROBENZOYL) TYROSINE - APPLICATION TO ENANTIOMERIC ASSAYS ON PLASMA SAMPLES [J].