O-2-Isocephem-4-carboxylic acid derivatives as antibacterial age

Details O-2-Isocephem-4-carboxylic acid derivatives as antibacterial age O-2-Isocephem-4-carboxylic acid derivatives as antibacterial age

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

041669053

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 etherified hydroxyl and X is acylamino. Also included in the invention are compounds of the above formula in which the carboxyl group at 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.

REFERENCES:
patent: 4011216 (1977-03-01), Menard et al.
patent: 4066832 (1978-01-01), Menard et al.
patent: 4068075 (1978-01-01), Menard et al.
patent: 4068078 (1978-01-01), Menard et al.
patent: 4068080 (1978-01-01), Menard et al.
patent: 4112230 (1978-09-01), 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).

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