Sequential kinetic resolution catalyzed by halohydrin dehalogenase

被引:37
作者
Elenkov, Maja Majeric
Tang, Lixia
Hauer, Bernhard
Janssen, Dick B.
机构
[1] Univ Groningen, Biochem Lab, Groningen Sci & Biotechnol Inst, NL-9747 AG Groningen, Netherlands
[2] BASF AG, Fine Chem & Biocatalysis Res, D-6700 Ludwigshafen, Germany
关键词
D O I
10.1021/ol061369h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A sequential kinetic resolution catalyzed by halohydrin dehalogenase was employed for the synthesis of two valuable enantiopure building blocks. Resolution of methyl 4-chloro-3-hydroxybutanoate methylester ((R,S)-2) with use of a Trp249Phe mutant of halohydrin dehalogenase yielded methyl 4-cyano-3-hydroxybutanoate methylester ((S)-4) with 96.8% ee (40% yield) and (S)-2 with 95.2% ee (41% yield). This reaction is carried out in aqueous solution under mild conditions and provides access to a useful statin side-chain building block.
引用
收藏
页码:4227 / 4229
页数:3
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