Process for preparing optically active 4-mercapto-2-pyrrolidone

Details Process for preparing optically active 4-mercapto-2-pyrrolidone Process for preparing optically active 4-mercapto-2-pyrrolidone

1993-12-15

1995-06-13

Springer, David B.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D207416

Patent

active

054244463

ABSTRACT:
A process for preparing an optically active 4-mercapto-2-pyrrolidone derivative of the formula: ##STR1## wherein a group of the formula: --SR.sup.1 is a protected or unprotected mercapto group, and the group of the formula: .dbd.NR.sup.2 is a protected or unprotected imino group, which comprises subjecting racemic 4-amino-3-mercaptobutyric acid or a salt thereof to optical resolution by using 1-(2,3,4-trichlorophenyl)ethanesulfonic acid, followed by subjecting the product to cyclization reaction after protecting the functional groups thereof, if necessary, and further optionally removing the protecting groups therefrom. The present process is industrially advantageous than conventional processes for preparing optically active 4-mercapto-2-pyrrolidone derivatives which are useful as an intermediate for various medicines such as carbapenem antibacterial agents.

REFERENCES:
patent: 5153187 (1992-10-01), Iwasaki et al.
Chemical Abstracts Iwasaki et al (1992) 117:212225m, 2-(2-Oxypyrroldin-3-ylthio)-6-(1-hydroxyethyl)-1-methylcarbapen-2-em-3-car boxylic acid pivaloyloxymethyl ester.

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