An Efficient Synthesis of Optical Isomers of Vasopressin V_2 Receptor Antagonist OPC-41061 by Lipase-Catalyzed Enantioselective Transesterification

摘要

The optically active enantiomers of 7-chloro-5-hdyroxy-1-[2-methyl-4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-benzazepine (OPC-41061,1) were enantisoelectively synthesized. The chiral aacetate ((R)-(-)-3) and the chiral alcohol ((S)-(+)-2) were prepared via the resolution of the racemic alcohol ((+)-2) using the lipase-mediated transesterification with vinyl acetate. Compounds ((R)-(-)3) and ((S)-(+)-2) were converted to optically active 1.