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在含有残留硅烷醇保护正辛基的基于(3,3'-二苯基-1,1'-联萘基)-20-冠-6的手性固定相上,对妥卡尼及其类似物进行液相色谱直接拆分。

Liquid chromatographic direct resolution of tocainide and its analogs on a (3,3'-diphenyl-1,1'-binaphthyl)-20-crown-6-based chiral stationary phase containing residual silanol protecting n-octyl groups.

作者信息

Choi Hee Jung, Jin Jong Sung, Hyun Myung Ho

机构信息

Department of Chemistry, Chemistry Institute for Functional Materials, Pusan National University, Busan, Republic of Korea.

出版信息

Chirality. 2009 Jan;21(1):11-5. doi: 10.1002/chir.20582.

DOI:10.1002/chir.20582
PMID:18506839
Abstract

Optically active (3,3'-diphenyl-1,1'-binaphthyl)-20-crown-6-based chiral stationary phase (CSP) containing residual silanol protecting n-octyl groups on silica surface was applied to the liquid chromatographic direct resolution of tocainide and its analogs. The chiral recognition ability of the CSP was excellent, the separation (alpha) and the resolution factors (R(S)) for 15 analytes including tocainide being in the range of 3.02-22.92 and 3.94-20.41, respectively. In addition, the chiral recognition ability of the CSP was much greater than that of (3,3'-diphenyl-1,1'-binaphthyl)-20-crown-6-based CSP containing residual silanol groups on the silica surface. The chromatographic behaviors for the resolution of tocainide and its analogs were found to be dependent on the content and the type of organic and acidic modifiers and the ammonium acetate concentration in aqueous mobile phase.

摘要

将含有在硅胶表面上保护正辛基的残留硅醇的旋光性(3,3'-二苯基-1,1'-联萘基)-20-冠-6基手性固定相(CSP)应用于托卡胺及其类似物的液相色谱直接拆分。该CSP的手性识别能力优异,包括托卡胺在内的15种分析物的分离度(α)和拆分因子(R(S))分别在3.02 - 22.92和3.94 - 20.41范围内。此外,该CSP的手性识别能力远大于硅胶表面含有残留硅醇基团的(3,3'-二苯基-1,1'-联萘基)-20-冠-6基CSP。发现托卡胺及其类似物拆分的色谱行为取决于有机和酸性改性剂的含量和类型以及水相流动相中的醋酸铵浓度。

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