Enzymatic preparation of homochiral 2-isobutyl succinic acid derivatives

✍ Scribed by Beat Wirz; Milan Soukup

• Book ID: 104360971
• Publisher: Elsevier Science
• Year: 1997
• Tongue: English
• Weight: 172 KB
• Volume: 8
• Category: Article
• ISSN: 0957-4166
• DOI: 10.1016/s0957-4166(96)00515-0

✦ Synopsis

An efficient enzymatic procedure for the enantio-and regioselective monohydrolysis of diethyl 2-isobutyl succinate 3 using subtilisin Carlsberg has been developed. The product (R)-2-isobutyl succinic acid 4-ethyl ester 4, a collagenase inhibitor building block, was obtained in high enantiomeric excess (>99%) and yield (>45%). Similarly, (R)-2-isobutyl succinic acid 4-nitrile 2 was produced in 98% ee from its ethyl ester 1.