Novel and highly effective chemoenzymatic synthesis of (2R)-2-[4-(4-cyano-2-fluorophenoxy)phenoxy]butylpropanoate based on lipase mediated transesterification

被引:0
作者
Genlin Zhu
Risheng Yao
Huixia Zhu
Huai Wang
机构
[1] Hefei University of Technology,Department of Pharmaceutical Engineering, School of Medical Engineering
来源
Biotechnology Letters | 2012年 / 34卷
关键词
lipase B; Chemoenzymatic synthesis; Cyhalofop-butyl; Lipase; Transesterification;
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摘要
(2R)-2-[4-(4-Cyano-2-fluorophenoxy)phenoxy]butylpropanoate (cyhalofop-butyl, CyB) was synthesized by a chemoenzymatic route involving enantioselective transesterification with Candida antarctica lipase B (Novozym 435). The optimum organic solvent, acyl donor, aw, reaction temperature and shaking rate for the transesterification were acetonitrile, n-butanol, 0.11, 45°C and 200 rpm, respectively. Under the optimum conditions, the maximum substrate conversion and the enantiomeric purity of the product were 96.9 and >99%, respectively. The total yield and enantiomeric purity of CyB by this chemoenzymatic synthesis were 60.4 and >99%, respectively; 15.3 and 21% higher than that of the traditional way (45 and 78%).
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页码:709 / 715
页数:6
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