Patent ID: 6620945
Filing Date: 2003-09-16
Classification: C07B,C07D

Abstract:
A process for producing optically active 3-hydroxy-4-methoxypyrrolidine represented by the following formula (1-7): wherein R1a and R1b are different from each other, and each of R1a and R1b represents a hydrogen atom or a hydroxyl group, and R2a and R2b are different from each other, and each of R2a and R2b represents a hydrogen atom or a methoxy group, a salt thereof or a hydrate thereof, comprising the steps of: mixing a pyrrolidine derivative selected from the group consisting of a mixture of pyrrolidine derivatives represented by the following formula (1-4): â€ƒwherein R1a, R1b, R2B and R2b have the same definition as mentioned above, and each of R3a and R3b represents a hydrogen atom or a methyl group, with an optically active dibenzoyltartaric acid derivative represented by the following formula (1-5): â€ƒwherein R6a, R6b, R6c and R6d each independently represents a hydrogen atom, a halogen atom, a C1-6 alkoxy group or a C1-6 alkyl group, and R4 and R5 are different from each other, and each of R4 and R5 represents a hydrogen atom or a carboxyl group, to obtain a mixture of salts of the pyrrolidine derivative and the optically active dibenzoyltartaric acid derivative, followed by crystallization to obtain a salt from the mixture of salts, removal of the optically active dibenzoyltartaric acid derivative from the salt, and extraction with an organic solvent, to yield a compound (1-6) represented by the following formula (1-6): â€ƒwherein R1a, R1b, R2a, R2b, R3a and R3b have the same definition as mentioned above; and removing the 1-phenylethyl group of the compound (1-6), to yield the optically active 3-hydroxy-4-methoxypyrrolidine.