Antibiotic synthesis

Details Antibiotic synthesis Antibiotic synthesis

C - Chemistry, Metallurgy

07

D

260/335.3

C07D 205/08 (2006.01) C07D 205/095 (2006.01) C07D 319/06 (2006.01) C07D 477/04 (2006.01) C07D 499/88 (2006.01) C07D 503/00 (2006.01) C07F 7/10 (2006.01) C07F 9/568 (2006.01) C07F 9/6561 (2006.01)

Patent

CA 1190236

ABSTRACT OF THE DISCLOSURE: A new process involving novel intermediates for the synthesis of antibiotics comprises: 1. acylation of a dianion followed by reduction to introduce an arylhydroxymethyl or alkylhydroxymethyl group; alternatively, alkylation followed by oxidation and reduction to introduce the same group; 2. oxidative decarboxylation to introduce a 4-acetoxy group; 3. silyl enolether chemistry on the acetoxy intermediate using Lewis acids to introduce the side chain, or replacement of the acetoxy group with a triphenylmethylthio group; and 4. ring closures.

413406

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