Novel Convenient Synthesis of Mitiglinide

Abstract

A novel convenient synthesis of the hypoglycemic agent mitiglinide was developed. (2S)‐4‐[(3aR,7aS)‐Octahydro‐2H‐isoindol‐2‐yl]‐4‐oxo‐2‐benzyl‐butanoic acid (6) was prepared by selective hydrolysis of ethyl 4‐[(3aR,7aS)‐octahydro‐2H‐isoindol‐2‐yl]‐4‐oxo‐2‐benzyl‐butanoate (5) using α‐chymotrypsin; the latter was prepared by a novel facile route from (3aR,7aS)‐octahydro‐2H‐isoindole. The overall yield was 25.6%.

Keywords:

• α‐chymotrypsin
• mitiglinide
• synthesis