Process for preparing 6-alkoxypenicillanic and 7-alkoxycephalosporin acids
US3954731A · kind A · utility
Assignee
Inventor
Key dates
| Filing date | Oct 4, 1973 |
| Grant date | May 4, 1976 |
| Priority date | — |
| Expiry date | Oct 4, 1993 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D499/00
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
6-Acylamido-6-lower alkylthio (benzylthio) penicillanic and 7-acylamido-7-lower alkylthio (benzylthio)cephalosporanic and deacetoxycephalosporanic acid esters are reacted at a temperature between -80.degree. and -25.degree.C. with one equivalent of halogen to provide an intermediate halosulfonium halide which is reacted with a C.sub.1 -C.sub.4 lower alcohol, benzyl alcohol, p-nitrobenzyl alcohol or 2,2,2-trichloroethanol in the presence of a hydrogen halide acceptor to provide the corresponding 6- or 7- O-alkyl, benzyl, p-nitrobenzyl or 2,2,2-trichloroethyl penicillanic, cephalosporanic or deacetoxycephalosporanic acid esters. The 6- and 7- (2,2,2-trichloroethoxy) substituted penicillin or cephalosporin is reacted with zinc in formic acid to provide the 6- or 7-hydroxypenicillin or cephalosporin respectively.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.