Two-step, one-pot enzymatic synthesis of cefprozil from -phenylacetamido-3-propenyl-cephalosporanic acid (GPRA)

Abstract

One-pot synthesis of cefprozil was successfully conducted via a two-step enzymatic transformation catalysed by immobilized penicillin acylase from E. coli, where 7-phenylacetamido-3-propenyl-cephalosporanic acid (GPRA) was hydrolysed to 7-amino-3-propenyl-cephalosporanic acid (APRA) and the formed APRA was simultaneously acylated with the hydroxyethyl ester of 4-hydroxy-D-phenylglycine (HPGHE) to produce cefprozil. The yield of cefprozil achieved was around 95%.

• One-pot enzymatic synthesis
• cefprozil
• penicillin acylase
• 7-phenylacetamido-3-propenyl-cephalosporanic acid (GPRA)