Tetrahedron

Regioselective esterification of polyhydroxylated steroids by Candida antarctica lipase B

A Bertinotti, G Carrea, G Ottolina, S Riva

Index: Bertinotti, Anna; Carrea, Giacomo; Ottolina, Gianluca; Riva, Sergio Tetrahedron, 1994 , vol. 50, # 46 p. 13165 - 13172

Full Text: HTML

Citation Number: 49

Abstract

The regioselectivity of Candida antarctica lipase B towards the acetylation of polyhydroxylated steroids has been systematically investigated. The enzyme showed a mark preference forthe alcoholic moieties on the A ring and on the steroidal side chain, making it possible the selective acylation at the positions 3 or 21 of polyhydroxy steroids. Acylation with the synthetically useful ester choloroacetate and levulinate was also accomplished, ...