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利用重组大肠杆菌高效高对映选择性合成(R)-邻氯扁桃酸甲酯：迈向氯吡格雷的实用绿色合成途径

Highly enantioselective and efficient synthesis of methyl (R)-o-chloromandelate with recombinant E. coli: toward practical and green access to clopidogrel.

作者信息

Ema Tadashi, Okita Nobuyasu, Ide Sayaka, Sakai Takashi

机构信息

Division of Chemistry and Biochemistry, Graduate School of Natural Science and Technology, Okayama University, Tsushima, Okayama 700-8530, Japan.

出版信息

Org Biomol Chem. 2007 Apr 21;5(8):1175-6. doi: 10.1039/b703463f. Epub 2007 Mar 19.

DOI:10.1039/b703463f
PMID:17406715
Abstract

Methyl (R)-o-chloromandelate ((R)-), which is an intermediate for a platelet aggregation inhibitor named clopidogrel, was obtained in >99% ee by the asymmetric reduction of methyl o-chlorobenzoylformate (2) (up to 1.0 M) with recombinant E. coli overproducing a versatile carbonyl reductase.

摘要

(R)-邻氯扁桃酸甲酯（(R)-）是一种名为氯吡格雷的血小板聚集抑制剂的中间体，通过用过量表达一种通用羰基还原酶的重组大肠杆菌对邻氯苯甲酰甲酸甲酯（2）（浓度高达1.0 M）进行不对称还原，以>99%的对映体过量（ee）获得。

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