色谱

色谱 ›› 2016, Vol. 34 ›› Issue (1): 85-88.DOI: 10.3724/SP.J.1123.2015.06044

• 研究论文 • 上一篇    下一篇

毛细管气相色谱法分离2-苯基羧酸酯对映体

史雪岩1, 刘飞鹏2, 边庆花2   

  1. 1. 中国农业大学农学与生物技术学院, 北京 100193;
    2. 中国农业大学理学院, 北京 100193
  • 收稿日期:2015-06-24 出版日期:2016-01-08 发布日期:2012-08-01
  • 通讯作者: 史雪岩
  • 基金资助:

    公益性行业(农业)科技专项(201303027).

Enantioseparation of 2-phenylcarboxylic acid esters by capillary gas chromatography

SHI Xueyan1, LIU Feipeng2, BIAN Qinghua2   

  1. 1. College of Agronomy and Biotechnology, China Agricultural University, Beijing 100193, China;
    2. College of Science, China Agricultural University, Beijing 100193, China
  • Received:2015-06-24 Online:2016-01-08 Published:2012-08-01
  • Supported by:

    Special Fund for Agro-scientific Research in the Public Interest (201303027).

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被引次数

2

摘要：

手性2-芳基羧酸酯是制备手性非甾体抗炎药物2-芳基羧酸的重要的中间体,为了建立可用于2-苯基羧酸酯对映体分离的手性毛细管气相色谱法(CGC),分别使用2,6-二-O-戊基-3-O-丁酰基-β-环糊精及2,6-二-O-苄基-3-O-庚酰基-β-环糊精作毛细管气相色谱手性固定相,研究了其对2-苯基丁酸甲酯、2-苯基丁酸乙酯、2-苯基丁酸异丙酯、2-苯基丙酸甲酯及2-苯基丙酸环戊酯等5种2-苯基羧酸酯对映体的分离能力。结果表明,用2,6-二-O-戊基-3-O-丁酰基-β-环糊精及2,6-二-O-苄基-3-O-庚酰基-β-环糊精作手性固定相的毛细管气相色谱法可以分离2-苯基丁酸甲酯、2-苯基丙酸甲酯和2-苯基丙酸环戊酯对映体。2,6-二-O-戊基-3-O-丁酰基-β-环糊精对3种2-苯基羧酸酯对映体的分离能力超过了2,6-二-O-苄基-3-O-庚酰基-β-环糊精。

关键词: -环糊精衍生物, &beta, 2-苯基羧酸酯, 对映体分离, 毛细管气相色谱, 手性固定相

Abstract:

Chiral 2-arylcarboxylic acid derivatives are important intermediates for preparing 2-arylcarboxylic acids, which are non-steroidal anti-inflammatory drugs (NSAIDs). In order to separate 2-phenylcarboxylic acid ester enantiomers by capillary gas chromatography (CGC), 2,6-di-O-pentyl-3-O-butyryl- β-cyclodextrin and 2,6-di-O-benzyl-3-O-heptanoyl- β-cyclodextrin were used as CGC chiral stationary phases, separately, and their enantioseparation abilities to enantiomers of methyl 2-phenylbutanoate, ethyl 2-phenylbutanoate, isopropyl 2-phenylbutanoate, methyl 2-phenylpropionate and cyclopentyl 2-phenylpropionate were examined. It was found that methyl 2-phenylbutanoate, methyl 2-phenylpropionate and cyclopentyl 2-phenylpropionate were successfully separated by using 2,6-di-O-pentyl-3-O-butyryl- β-cyclodextrin and 2,6-di-O-benzyl-3-O-heptanoyl- β-cyclodextrin as CGC chiral stationary phases, respectively. The enantiomer separation abilities of 2,6-di-O-pentyl-3-O-butyryl- β-cyclodextrin to the three pairs of 2-phenylcarboxylic acid esters tested are superior to those of 2,6-di-O-benzyl-3-O-heptanoyl- β-cyclodextrin.

Key words: β-cyclodextrin derivatives, 2-phenylcarboxylic acid esters, capillary gas chromatography (CGC), chiral stationary phases, enantiomer separation

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