7-Carboxy or 2,2,2-trichloroethoxy carbonyl- cephalosporins
US3988325A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Jul 3, 1972 |
| Grant date | Oct 26, 1976 |
| Priority date | — |
| Expiry date | Jul 3, 1992 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D499/00
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
6-APA, 7-ACA and 7-ADCA esters are reacted with benzaldehyde, acetophenone or substituted derivatives thereof providing imines which react in the presence of a strong base such as sodium hydride or lithium diisopropyl amide with a C.sub.2 -C.sub.5 alkanoyl halide, 2,2,2-trichloroethoxycarbonyl chloride, a benzoyl halide, a C.sub.1 -C.sub.4 alkoxycarbonyl chloride or a methoxymethyl halide to afford C.sub.6 and C.sub.7 substituted .beta.-lactam imines via acylation or methoxymethylation. The .beta.-lactam substituted imines are reacted with a carbonyl reagent, e.g. Girard's reagent T to provide a C.sub.6 substituted 6-APA ester or a C.sub.7 substituted 7-ACA or 7-ADCA ester which is acylated to provide a 6-acylamido-6-substituted penicillin or a 7-acyl-amide-7-substituted cephalosporin.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.