Organic compounds -- part of the class 532-570 series – Organic compounds – Chalcogen in the nitrogen containing substituent
Patent
1978-06-22
1979-09-04
Randolph, John D.
Organic compounds -- part of the class 532-570 series
Organic compounds
Chalcogen in the nitrogen containing substituent
C07D26534
Patent
active
041669061
ABSTRACT:
There is described the stereoselective total synthesis of novel .DELTA..sup.2,3 -1,4-morpholine-2-carboxylic acids possessing a fused .beta.-lactam ring in the 1,6-position and carrying a substituent cis to carbon 5 in the 7-position of the fused ring system represented by the general formula ##STR1## wherein Z is hydroxyl esterified with a sulfonic acid residue and X is acylamino. Also included in the invention are compounds of the above formula in which the carboxyl group of the 2-position is protected as by an easily cleavable ester group and salts of both the free acids and carboxyl-protected compounds. The compounds are potent antibacterial agents.
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patent: 4068075 (1978-01-01), Menard et al.
patent: 4068078 (1978-01-01), Menard et al.
patent: 4068080 (1978-01-01), Menard et al.
Brunwin et al., J. Chem. Soc. Comm. 1972, pp. 589-590.
Brunwin et al., J. Chem. Soc. Perkins I, pp. 1321-1328, (1973).
Sheehan et al., J. Heterocyclic Chemistry, vol. 5, pp. 779-783, (1968).
Conway Terry T.
Lim Gary M. F.
Menard Marcel
Bristol-Myers Company
Morse David M.
Randolph John D.
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