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

Organic compounds -- part of the class 532-570 series – Organic compounds – Unsubstituted hydrocarbyl chain between the ring and the -c-...

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548544, 548530, 562 41, 562556, C07C30914, C07C32325

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active

054950120

ABSTRACT:
A process for preparing an optically active 4-mercapto-2-pyrrolidone derivative of the formula [I]: ##STR1## wherein R.sup.1 is a hydrogen atom or a protecting group and R.sup.2 is a hydrogen atom or a protecting group, which comprises subjecting racemic 4-amino-3-mercaptobutyric acid or a salt thereof to optical resolution by using 1-(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:
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Chemical Abstracts, vol. 117, No. 21, 23 Nov. 1992, Columbus, Ohio, US; Abstract No. 212225m, '2-(2-Oxopyrrolidin-3-ylthio)-6-(1-hydroxyethyl)-1-methylcarba pen-2-em-3-carboxylic acid pivaloyloxymethyl ester, & JP-A-04 103 584 (Tanabe Seiyaku K.K.) 6 Apr. 1992.
Database WPI, Section Ch, Week 9346, Derwent Publications Ltd., London, GB; Class B05, AN 93-365196 & JP-A-5 271 169 (Tanabe Seiyaku Co) 19 Oct. 1993.
Database WPI, Section Ch, Week 8445, Derwent Publications Ltd., London, GB; Class B05, AN 84-278320 & JP-A-59 170 057 (Tanabe Seiyaku KK) 26 Sep. 1984 .

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