3-Unsaturated alkyl cephems from 3-triflyl cephems
US4870168A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Feb 26, 1987 |
| Grant date | Sep 26, 1989 |
| Priority date | — |
| Expiry date | Feb 26, 2007 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D501/59
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
There is disclosed a process for the production of certain 3-hydrocarbyl-3-cephem derivatives wherein the hydrocarbyl group is selected from 1-alkenyl and conjugated and unconjugated 1-polyalkenyl, 1-alkynl, carbocyclic and heterocyclic aryl, and carbocyclic and heterocyclic arylmethyl and, in the case of the 1-alkenyl and conjugated 1-polyalkenyl derivatives, with substantially complete stereospecificity, by coupling a 3-triflyloxy cephem with a hydrocarbyltributylstannane in the presence of bis(dibenzylideneacetonyl)-palladium, a phosphine, and a metal halide such as, for example, zinc chloride. The 3-unsaturated alkyl-3-cephem derivatives so-produced are useful as broad-spectrum antibacterial agents.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.