OPTICAL RESOLUTION OF 3-(SILYLOXY)GLUTARIC ACID HALF ESTERS AND THEIRUTILIZATION FOR ENANTIOCONVERGENT SYNTHESIS OF A HMG-COA REDUCTASE INHIBITOR

Useful chiral synthons, (3R)- and (3S)-[(tert-butyldimethylsilyl)oxy]p enta acid monomethyl ester, (R)-1 and (S)-1, were obtained by optical resolution of a racemic mixture of 1. Sulfoxide 8 has been developed f rom(S)-1 as a new building block for preparing HMG-CoA reductase inhib itors. Two alternate chiral synthons 2 and 8, synthesized from (R)-1 a nd(S)-1, respectively, were employed for enantioconvergent synthesis o f potent inhibitor 15 containing a pyrrole moiety.