Patent · US Expired

Antibacterial 3-phosphono penams

US4031077A · kind A · utility

2Cited by
2References
12Claims
0Family size

Assignee

Inventor

Key dates

Filing dateApr 26, 1976
Grant dateJun 21, 1977
Priority date
Expiry dateApr 26, 1996

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC07F9/65611
  • WIPO fieldOrganic fine chemistry
  • WIPO sectorChemistry

Abstract

The present invention discloses novel 6-acylamino-2,2-dimethyl-3-phosphonopenams and certain lower alkyl esters thereof possessing antibacterial activity, methods for their production, and intermediates therefor; the production comprises the steps of reacting 6-triphenylmethylamino-2,2-dimethylpenam-3-carboxylic acid with lead tetraacetate to form the corresponding 3-acetoxy compound, the latter is converted to .alpha.-triphenylmethylamino-5,5-dimethyl-3-thiazoline-2-acetic acid which is condensed with dimethyl phosphite to produce .alpha.-triphenylmethylamino-5,5-dimethyl-4(0,0-dimethylphosphono)-thiazol idine-2-acetic acid which is cyclized to 6-triphenylmethylamino-2,2-dimethyl-3-(0,0-dimethylphosphono)penam and the latter is subsequently deblocked and acylated.

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