DIRECT CONVERSION OF (1S,2S)-2-AMINO-1-[(4-METHYLTHIO)PHENYL]-1,3-PROPANEDIOL INTO ITS ENANTIOMER FOR EFFICIENT SYNTHESIS OF THIAMPHENICOL AND FLORFENICOL

被引:27
作者
GIORDANO, C
CAVICCHIOLI, S
LEVI, S
VILLA, M
机构
[1] Istituto di Ricerca Chimica “G. Zambon”, Zambon Group S.p.A., 20032 Cormano, Milan, Via Cimabue
关键词
D O I
10.1021/jo00021a028
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The usual synthesis of thiamphenicol and florfenicol involves the resolution of racemic threo-2-amino-1-[(4-methylthio)phenyl]-1,3-propanediol into its 1S,2S and 1R,2R isomers ((+)-3 and (-)-3), of which only the latter is a useful precursor. An efficient conversion of the 1S,2S isomer into the 1R,2R enantiomer in high yield, is described.
引用
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页码:6114 / 6118
页数:5
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