.DELTA.2,3-0-2-Isocephem-4-carboxylic acid and derivatives there

Details .DELTA.2,3-0-2-Isocephem-4-carboxylic acid and derivatives there .DELTA.2,3-0-2-Isocephem-4-carboxylic acid and derivatives there

1975-04-11

1977-03-08

Meyers, Albert T.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

4242485, 42424851, 42424852, 42424853, 42424854, 42424855, C07D26500, C07D27300, C07D29500, A01N 900

Patent

active

040112160

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 carboxylic acid residue and X is amino. Also included in the invention are compounds of formula I 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 of formula I. The compounds of formula I are potent antibacterial agents or are of use as intermediates in the preparation of such antibacterial agents.

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