CARBAMOYLMETHYL GROUP AS AN ACTIVATED GROUP IN PROTEASE- AND BASE-CATALYZED TRANSESTERIFICATION OF 1,4-DIHYDROPYRIDINES: A NOVEL ASYMMETRIC SYNTHESIS OF VALNIDIPINE

Article abstract of DOI:10.1016/S0040-4039(00)73813-5

The first protease-catalyzed enantioselective transesterification of 1,4-dihydropyridine-3,5-dicarboxylates in an aqueous solution was developed with high optical purity.Carbamoylmethyl ester group was enantioselectively transesterificated with (S)-N-benzyl-3-pyrroridinol by the protease and successive base-catalyzed transesterification proceeded smoothly to give the chiral drug, valnidipine, in a good yield.