The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.
The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.
Patent No.:
Date of Patent:
Jan. 13, 1976
Filed:
Jan. 14, 1974
David A Johnson, Fayetteville, NY (US);
Steven P Brundidge, Wolcott, NY (US);
Albert L Vulcano, Liverpool, NY (US);
Chester Sapino, Jr, East Syracuse, NY (US);
James Mahan, Syracuse, NY (US);
Joseph H Grossman, Syracuse, NY (US);
Bristol-Myers Company, New York, NY (US);
Abstract
7-Aminocephalosporanic acid (7-ACA) and 7-amino-3-methyl-3-cephem-4-carboxylic acid (7-ADCA) are valuable intermediates in the preparation of semi-synthetic cephalosporins. These compounds are commonly prepared by cleaving the amide bond of compounds having the formula ##SPC1## In which R.sup.6 is H or ##EQU1## R is the side chain of a known penicillin, especially phenoxymethyl or benzyl, and the amino and carboxyl functions are blocked; by A. halogenating the blocked compounds Ia or IIa to produce an imino-halide; B. forming an imino-ether from the imino-halide by treatment with an alcohol; and C. mixing said imino-ether with water or an alcohol to produce 7-aminocephalosporanic acid or 7-amino-3-methyl-3-cephem-4-carboxylic acid. The invention claimed is the use of dicyclohexylamine or diisopropylamine instead of a tertiary amine acid scavenger in step A.