Patent · US Expired

O-2-isocephem-4-carboxylic acid derivatives as antibacterial agents

US4068075A · kind A · utility

10Cited by
1References
5Claims
0Family size

Assignee

Inventors

Key dates

Filing dateAug 19, 1976
Grant dateJan 10, 1978
Priority date
Expiry dateAug 19, 1996

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D317/28
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

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 halo, hydroxyl, etherified hydroxyl or hydroxyl esterified with a carboxylic acid residue or a sulfonic acid residue and X is amino, azido or acylamino. 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.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.