40288-82-2Relevant academic research and scientific papers
7-Carboxy or 2,2,2-trichloroethoxy carbonyl- cephalosporins
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, (2008/06/13)
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 C2 -C5 alkanoyl halide, 2,2,2-trichloroethoxycarbonyl chloride, a benzoyl halide, a C1 -C4 alkoxycarbonyl chloride or a methoxymethyl halide to afford C6 and C7 substituted β-lactam imines via acylation or methoxymethylation. The β-lactam substituted imines are reacted with a carbonyl reagent, e.g. Girard's reagent T to provide a C6 substituted 6-APA ester or a C7 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.
