PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE FLUOROPROLINE DERIVATIVE

摘要

A process for producing an optically active fluoroproline derivative represented by the general formula (2) by fluorinating an optically active hydroxyproline derivative represented by the general formula (1). The process comprises adding N-(2-chloro-1,1,2-trifluoroethyl) diethylamine or N-(1,1,2,3,3,3-hexafluoropropyl) diethylamine which is inexpensive and easy to handle to an aprotic nonpolar organic solvent at a temperature of 10°C or lower and then fluorinating the compound at a temperature ranging from 10 to 50°C. This process enables to produce an optically active fluoroproline derivative represented by the general formula (2) in which the configuration at position-4 of a compound represented by the general formula (1) is inverted, in a high purity with reduced by-product production. (1) (2) wherein R<SUP>1</SUP> represents a substituted or unsubstituted alkyl or aryl group; R<SUP>2</SUP> represents a substituted or unsubstituted alkyl, aryl, alkylcarbonyl, alkoxycarbonyl, arylcarbonyl or aryloxycarbonyl group; and an asterisk (*) denotes an asymmetric carbon.