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Regioselective enzymatic acylation of ribavirin to give potential multifunctional derivatives.

Liu BK, Wang N, Wu Q, Xie CY, Lin XF

Department of Chemistry, Zhejiang University, 310027, Hangzhou, P.R. China.

Lipase-catalyzed synthesis of potential multifunctional ribavirin derivatives was performed in acetone. Divinyl dicarboxylates with different chain lengths (C4, C6, C9, C10) were used as acyl donors and the reactions were catalyzed by lipase immobilized on acrylic resin from Candida antarctica (CAL-B). Ribavirin was regioselectivly acylated at the primary hydroxyl groups and the corresponding vinyl esters (C4, C6, C9, C10) were prepared in respective yields of 48%, 65%, 54%, 55%.

Published 28 July 2005 in Biotechnol Lett, 27(10): 717-20.
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