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:
Oct. 26, 1976
Filed:
Jul. 03, 1972
Wayne A Spitzer, Indianapolis, IN (US);
Ian G Wright, Greenwood, IN (US);
Eli Lilly and Company, Indianapolis, IN (US);
Abstract
6-APA, 7-ACA and 7-ADCA esters are reacted with benzaldehyde, acetophenone or substituted derivatives thereof providing imines which react in the presence of a strong base such as sodium hydride or lithium diisopropyl amide with a C.sub.2 -C.sub.5 alkanoyl halide, 2,2,2-trichloroethoxycarbonyl chloride, a benzoyl halide, a C.sub.1 -C.sub.4 alkoxycarbonyl chloride or a methoxymethyl halide to afford C.sub.6 and C.sub.7 substituted .beta.-lactam imines via acylation or methoxymethylation. The .beta.-lactam substituted imines are reacted with a carbonyl reagent, e.g. Girard's reagent T to provide a C.sub.6 substituted 6-APA ester or a C.sub.7 substituted 7-ACA or 7-ADCA ester which is acylated to provide a 6-acylamido-6-substituted penicillin or a 7-acyl-amide-7-substituted cephalosporin.