Process for the preparation of 3-exomethylene cepham derivatives

Details Process for the preparation of 3-exomethylene cepham derivatives Process for the preparation of 3-exomethylene cepham derivatives

1990-09-10

1992-04-28

Rizzo, Nicholas S.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

540215, 540219, C07D50104

Patent

active

051091321

ABSTRACT:
A process is provided for the preparation of 3-methylene and 3-halomethylene cepham derivatives via 3-phosphoniomethyl-3-cephem derivatives, which in turn can be prepared from 3-halomethyl-3-cephem derivatives. The preparation can be carried out with or without isolating the intermediate phosphonium cephem compounds. The 3-methylene and 3-halomethylene cepham derivatives and in particular the 1-oxo and 1,1-dioxo cepham compounds are also prepared by reducing a 3-halomethyl-3-cepham derivative with activated metal, preferably zinc or magnesium.

REFERENCES:
patent: 4354022 (1982-10-01), Takaya et al.
Kaiser et al, J. Org. Chem vol. 35 pp. 2430-2433 (1978).
Brenner et al, J. Chem. Soc. Perkins Trans I pp. 1265-1272 (1991).

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