Patent · US Expired

Substituted .beta.-lactam antibiotics

US4044000A · kind A · utility

7Cited by
5References
3Claims
0Family size

Assignee

Inventor

Key dates

Filing dateAug 23, 1976
Grant dateAug 23, 1977
Priority date
Expiry dateAug 23, 1996

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07D499/44
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

6-Alkoxylated-6-acylamidopenicillanic acids and 7-alkoxylated-7-acylamidocephalosporin acids and esters thereof, are provided by reacting a 6-acylamidopenicillanic acid ester or a 7-acylamidocephalosporin ester under anhydrous conditions at -90.degree. C. to -15.degree. C. with an alkali metal salt of a lower alkyl alcohol in the presence of an excess of the corresponding alcohol to produce, in situ, the anionic form of the antibiotic which on halogenation with a positive halogen compound, e.g. t-butyl hypochlorite, yields the compound of the invention. Compounds of the invention, e.g. 6-methoxy-6-phenoxy-acetamidopenicillanic acid and 7-methoxy-7-[2-(2-thienyl)acetamido]cephalosporanic acid are useful antibiotics.

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