Cephalosporin derivatives

Details Cephalosporin derivatives Cephalosporin derivatives

1973-03-06

1976-01-06

Rizzo, Nicholas S.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

424246, C07D50120

Patent

active

039311619

ABSTRACT:
Novel cephalosporin derivatives, for example N-acetoacetylcephalosporin C, N-decanoylcephalosporin C, N-dodecanoylcephalosporin C and N-hendecenoylcephalosporin C, are useful as readily-recoverable intermediates in the isolation of cephalosporin C value from fermentation broths and in the preparation of 7-aminocephalosporanic acid. They are prepared by treating an aqueous solution containing cephalosporin C, such as a fermentation broth, with diketene or an acid chloride such as decanoyl chloride, dodecanoyl chloride or hendecenoyl chloride, followed by solvent extraction. They are converted into 7-aminocephalosporanic acid by successively forming the silyl di-ester, halogenating to the imino-halide, converting the imino-ether and hydrolysing to 7-ACA.

REFERENCES:
patent: 3573295 (1971-03-01), Johnson et al.
patent: 3573296 (1971-03-01), Johnson et al.
patent: 3575970 (1971-04-01), Weissenburger et al.
patent: 3641018 (1972-02-01), Hayes et al.
patent: 3813389 (1974-05-01), Hayes
patent: 3821208 (1974-06-01), Stables et al.

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