Intermediate diastereomeric 5R,6S-6-(1R-hydroxyethyl)-2-(cis-1-o

Details Intermediate diastereomeric 5R,6S-6-(1R-hydroxyethyl)-2-(cis-1-o Intermediate diastereomeric 5R,6S-6-(1R-hydroxyethyl)-2-(cis-1-o

1993-02-11

1994-06-07

Raymond, Richard L.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549 66, 549 67, 549 81, C07D33328, C07D33332, C07D33334, C07D33348

Patent

active

053191030

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: 4739047 (1988-04-01), Volkmann et al.
J. Jones, et al., Canadian Journal of Chemistry, vol. 59 pp. 1574-1579 (1981).
H. Brown, et al., Journal of the American Chemical Society, 108, pp. 2049-2054 (1986).
T. Shibata, et al., Heterocycles, vol. 24, No. 5, pp. 1331-1346 (1986).
J. March, "Advanced Organic Chemistry" 3rd ed., pp. 104-109, John Wiley & Sons, New York (1985).
Boger, J. Org. Chem., 46, 1208-10 (1981).

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