New stereoselective synthesis of thiamphenicol and florfenicol from enantiomerically pure cyanohydrin: a chemo-enzymatic approach

被引:56
|
作者
Lu, Wenya [1 ]
Chen, Peiran [1 ,2 ]
Lin, Guoqiang [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China
[2] Donghua Univ, Coll Chem Chem Engn & Biotechnol, Lab Fluorine Organ Chem, Shanghai 201620, Peoples R China
基金
中国国家自然科学基金;
关键词
thiamphenicol; fluorfenicol; 4-methylsulfanyl-mandelonitrile; (R)-hydroxynitrile lyase; Badamu (Prunus communis L. var. dulcis Borkh);
D O I
10.1016/j.tet.2008.05.113
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Thiamphenicol and florfenicol have been synthesized stereoselectively from enantiomerically pure 4-methylsulfanyl-mandelonitrile, which was obtained by hydrocyanation reaction of 4-methylsulfanyl-benzaldehyde catalyzed by (R)-hydroxynitrile Iyase of Badamu (Prunus communis L. var. dulcis Borkh, almond from Xinjiang, China). It was found to be a highly effective bio-catalyst for this reaction after an extensive screening. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7822 / 7827
页数:6
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