Effect of in situ racemization on lipase-catalyzed enantioselective ammonolysis of phenylglycine methyl ester in organic solvent

摘要

Enzymatic ammonolysis of carboxylic esters was discovered in the mid of 1990s which provides a mild procedure for the preparation of carboxylic amides as well as an attractive method for the resolution of raceinates. R-phenylglycine and its 4-hydroxy derivatives are key intermediates in the manufacture of penicillin and cephalosporin antibiotics. The possibility of enzymatic enantioselective ammonolysis of racemic phenylglycine methyl ester has been studied in our previous work which demonstrates that enzymatic enantioselective ammonolysis of ester is an attractive alternative for the preparation of optically pure R-phenylglycine and its derivatives.