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高效液相色谱法中使用功能化的全苯基氨基甲酸酯环糊精点击手性固定相实现异恶唑啉的对映体拆分

Enantioseparation of isoxazolines with functionalized perphenylcarbamate cyclodextrin clicked chiral stationary phases in HPLC.

作者信息

Yang Bo, Zhou Jie, Wang Yong, Tang Jian, Tang Weihua

机构信息

Key Laboratory of Soft Chemistry and Functional Materials, Ministry of Education, Nanjing University of Science and Technology, Nanjing, P. R. China.

Department of Chemistry, School of Science, Tianjin University, Tianjin, P. R. China.

出版信息

Electrophoresis. 2017 Aug;38(15):1939-1947. doi: 10.1002/elps.201600491. Epub 2017 Mar 16.

DOI:10.1002/elps.201600491
PMID:28176345
Abstract

The enantioseparations of 12 isoxazoline racemates were explored with four perphenylcarbamate cyclodextrin (CD) clicked chiral stationary phases (CSPs) in high performance liquid chromatography (HPLC). The results demonstrated that the functionalities on phenylcarbamate moiety greatly determined the chiral separation ability of CD clicked CSPs. Among of them, per(3-chloro-4-methylphenylcarbamate) CD clicked CSP (CCC3M4-CSP) exhibited the best enantioseparation ability, affording 4ClPh-OPr with a chiral resolution over 20 in ternary eluent mobile phases. The optimization of CSPs structures provided wide platform for their chiral separations towards multi-mode HPLC.

摘要

采用4种对苯基氨基甲酸酯环糊精(CD)键合手性固定相(CSPs),在高效液相色谱(HPLC)中对12种异恶唑啉外消旋体进行了对映体拆分。结果表明,苯基氨基甲酸酯部分的官能团极大地决定了CD键合CSPs的手性分离能力。其中,对(3-氯-4-甲基苯基氨基甲酸酯)CD键合CSP(CCC3M4-CSP)表现出最佳的对映体分离能力,在三元洗脱剂流动相中,对4ClPh-OPr的手性分辨率超过20。CSPs结构的优化为其在多模式HPLC中的手性分离提供了广阔的平台。

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