Process for preparing 3-unsubstituted cephalosporins and 1-carba

Details Process for preparing 3-unsubstituted cephalosporins and 1-carba Process for preparing 3-unsubstituted cephalosporins and 1-carba

1988-03-23

1989-04-11

Rizzo, Nicholas S.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

540215, 540219, 540222, C07D50104

Patent

active

048208329

ABSTRACT:
A process for preparing 7.beta.-acylamino (or 7.beta.-protected amino)-3-H-1-carba(1-dethia)-3-cephem-4-carboxylic acid esters and the corresponding cephalosporins is provided. 7.beta.-Acylamino (or 7.beta.-protected amino)-3-halo (or 3-sulfonyl ester)-1-carba(dethia)-3-cephem carboxylic acid esters and the corresponding cephalosporins are reduced with Pd(O) and a tetra-C.sub.2 -C.sub.6 alkyl stannane and, when a 3-sulfonyloxy ester is reduced, the process is carried out in the presence of an alkali metal halide. 3-Sulfonyloxy-3-cephem esters such as 3-mesylate, 3-tosylate and 3-triflate are employed.

REFERENCES:
patent: 4343943 (1982-10-01), Hirata et al.
patent: 4436903 (1984-03-01), Sedelmerer et al.
patent: 4647658 (1987-03-01), Hamashima et al.
patent: 4665171 (1987-05-01), Evans et al.
patent: 4673737 (1987-06-01), Evans et al.
Chemical Abstracts, vol. 87: 135362m (1977).

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