The enantiomeric recognition of dihydropyrimidonic compounds by chiral selectors derived from 4-or 2-chloro-3,5-dinitrobenzoic acid

被引：10

作者：

Gazic, I ^{[1
]}

Kontrec, D ^{[1
]}

Lesac, A ^{[1
]}

Vinkovic, V ^{[1
]}

机构：

[1] Rudjer Boskovic Inst, Zagreb 10002, Croatia

来源：

TETRAHEDRON-ASYMMETRY | 2005年 / 16卷 / 06期

关键词：

D O I：

10.1016/j.tetasy.2005.01.042

中图分类号：

O61 [无机化学];

学科分类号：

070301 [无机化学]; 081704 [应用化学];

摘要：

Six new chiral packing materials for high performance liquid chromatography have been prepared from chiral selectors consisting of 4- or 2-chloro-3,5-dinitrobenzoic acid, L-alanine and different pi-donor aromatic units. Comparative tests of these newly prepared CSPs on separation efficiency for 13 racemic dihydropyrimidonic (DHPM) analytes have revealed the strong contribution of the pi-acceptor branching unit, as well as the important influence of the structure of the terminal pi-donor unit. The role of the terminal aromatic group is primarily to increase the rigidity of the selector structure. Comparisons of the data revealed that selectors bound on the silica gel could be preorganized during the process of chiral recognition, resulting in the similar enantioseparation properties for DHPM analytes on both types of CSPs. However, some other compounds, such as amino alcohol beta-agonists, exhibit very different enantioseparations. (C) 2005 Elsevier Ltd. All rights reserved.

引用

页码：1175 / 1182

页数：8

共 22 条

[1]

AHUJA S, 1997, IMPACT STEREOCHEMIST, P287

[2]

BUSH RK, 1997, HDB ASTHMA RHINITIS

[3]

Buszewski B, 1998, HRC-J HIGH RES CHROM, V21, P267

[4]

Enantioselective chromatography as a powerful alternative for the preparation of drug enantiomers [J].