Process for optically active 3-thiolanyl sulfonate esters

Details Process for optically active 3-thiolanyl sulfonate esters Process for optically active 3-thiolanyl sulfonate esters

1990-01-19

1990-07-10

Siegel, Alan

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

Organic compounds

Oxygen containing

C07C 3134

Patent

active

049408232

ABSTRACT:
Intermediates and a stepwise process for the conversion of an alkyl 4-chloro-3R-hydroxybutyrate to optically active compounds of the formula ##STR1## wherein R is (C.sub.1 -C.sub.3) alkyl, phenyl or tolyl. The latter compounds are in turn useful as an intermediate in the preparation of penem antibiotic 5R,6S-6-(1R-hydroxyethyl)-2-(1R-oxo-3S-thiolanylthio)-2-penem-3-carboxylic acid and corresponding pharmaceutically acceptable salts and esters.

REFERENCES:
patent: 2581443 (1952-01-01), Reynolds
patent: 2726162 (1955-12-01), Allen
patent: 3041241 (1962-06-01), Timmis
patent: 3394204 (1968-07-01), Blaga et al.
patent: 4211796 (1980-07-01), Lanter et al.

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