Amide transacylation in penicillin and cephalosporin derivatives
Abstract
The phenylacetamido-side-chain of penicillin and desacetoxy-cephalosporin esters was exchanged by a trifluoroacetamido-group in high yield on reaction with trifluoroacetic anhydride and subsequently 1,5-diazabicyclo[4.3.0]-non-5-ene. Methyl 7-trifluoroacetamidodesacetoxycephalosporanate gave the acetamido-analogue with acetyl chloride and the Δ2-amino-acid on alkaline hydrolysis.