Diastereomeric 5R,6S-6-(1R-hydroxyethyl)-2-(cis-1-oxo-3-thiolany

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

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C07D20509, C07D33348, C07D30126, C07D33332

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active

051910772

ABSTRACT:
Diastereomeric 5R,6S-6-(1R-hydroxyethyl)-2-(1S-oxo-3R-thiolanylthio)-2-penem-3-carboxylic acid and 5R,6S-6-(1R-hydroxyethyl)-2-(1R-oxo-3S-thiolanylthio)-2-penem-3-carboxylic acid, and pharmaceutically-acceptable salts and in vivo hydrolyzable esters thereof, useful as systemic antibacterial agents; and intermediates and processes which are useful in the said synthesis of said diastereoisomers.

REFERENCES:
patent: 4619924 (1986-10-01), Hamanaka
patent: 4695626 (1987-09-01), Brightly
patent: 4751297 (1988-06-01), Cue, Jr.
Brown et al., J. Am. Chem. Soc., vol. 108, pp. 2049-2054 (1986).
Shibata et al., Heterocycles, vol. 24, pp. 1331-1346 (1986).
Boger, J. Org. Chem., vol. 46, pp. 1208-1210 (1981).
Jones et al., Can. J. Chem., vol. 59, pp. 1574-1579 (1981).

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