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

被引：5

作者：

Zhu, Genlin ^{[1
]}

Yao, Risheng ^{[1
]}

Zhu, Huixia ^{[1
]}

Wang, Huai ^{[1
]}

机构：

[1] Hefei Univ Technol, Dept Pharmaceut Engn, Sch Med Engn, Hefei 230009, Anhui, Peoples R China

来源：

BIOTECHNOLOGY LETTERS | 2012年 / 34卷 / 04期

关键词：

Candida antarctica lipase B; Chemoenzymatic synthesis; Cyhalofop-butyl; Lipase; Transesterification; ORGANIC-SOLVENTS; LANUGINOSA; WATER;

D O I：

10.1007/s10529-011-0820-4

中图分类号：

Q81 [生物工程学（生物技术）]; Q93 [微生物学];

学科分类号：

071005 ; 0836 ; 090102 ; 100705 ;

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, a (w) , reaction temperature and shaking rate for the transesterification were acetonitrile, n-butanol, 0.11, 45A degrees 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%).

引用

页码：709 / 715

页数：7

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