An efficient synthesis of optically active metabolites of platelet adhesion inhibitor OPC-29030 by lipase-catalyzed enantioselective transesterification

The optically active metabolites of (S)-3,4-dihydro-6-[3-(1-o-tolyl-2-imidazolyl)sulfinylpropoxy]-2(1H)-quinolinone (OPC-29030, 1), which is a new anti-platelet agent (platelet adhesion inhibitor), were effectively synthesized by the enzyme-catalyzed enantioselective transesterification of the racemic sulfinyl metabolites. The enzymes can recognize a stereogenic sulfur atom remote fi om the reaction site. (C) 1999 Elsevier Science Ltd. All rights reserved.