PROCESS OF MAKING SUBSTITUTED AZETIDINONES USEFUL AS ANTI-INFLAMMATORY AND ANTIDEGENERATIVE AGENTS

摘要

148/CCP67 18488 TITLE OF THE INVENTION PROCESS OF MAKING SUBSTITUTED AZETIDINONES USEFUL AS ANTI-INFLAMMATORY AND ANTIDEGENERATIVE AGENTS Disclosed is a process for the enantioselective synthesis of the compound of Formula I and related compounds. The process comprises the synthesis of the benzofuranyl carboxaldehyde; introduction of the benzylic amine functionality with control of the absolute stereochemistry; preparation of the azetidinone fragment and its coupling to the benzofuranyl amine fragments. The carboxylic acid in Formula I is liberated using heterogenous palladium catalyzed de-allylation of the allyl esters. Compounds I have been found to be potent elastase inhibitors and thereby useful anti-inflammatory and antidegenerative agents. I