Patent · US Expired

Oxygen analogs of cephalosporins

US4622394A · kind A · utility

0Cited by
7References
6Claims
0Family size

Assignee

Inventors

Key dates

Filing dateDec 2, 1977
Grant dateNov 11, 1986
Priority date
Expiry dateDec 2, 1997

Classification

  • Technology area (CPC Y)Emerging Cross-Sectional Technologies
  • CPC primaryY02P20/55
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

In accordance with this invention, it has been found that the oxygen analog of 7-amino-cephalosporanic acid and biologically active derivatives thereof can be formed from esters of 7-amino-cephalosporanic acid. Esters of 7-oxocephalosporanic acid can be formed by diazotization of an ester or 7-amino-cephalosporanic acid and contact of the diazo compound so formed with a hypohalous acid and a base in a water miscible organic solvent. Oxygen analogs of 7-aminocephalosporins isolated as esters are then formed by reducing the aforesaid ester to the corresponding 7.beta.-hydroxy-cephalosporanate and then forming the desired analog by introduction of a side chain via hydroxyl group modification. Oxygen analogs of 7-amino-cephalosporins are then formed by regeneration of the acid via protective group removal.

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