Tetrahedron p. 13165 - 13172 (1994)
Update date:2022-08-11
Topics:
Bertinotti, Anna
Carrea, Giacomo
Ottolina, Gianluca
Riva, Sergio
The regioselectivity of Candida antarctica lipase B towards the acetylation of polyhydroxylated steroids has been systematically investigated. The enzyme showed a marked preference for the 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 esters chloroacetate and levulinate was also accomplished, whereas esterification with benzoate and pivaloate was unsuccessful.
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