Treatment of 1-(2,3,5-tri-O-acetyl-β-D-arabinofuranosyl)-5-[2-(trimethylsilyl)-vinyl]uracil with pyridinium bromide perbromide and deacetylation gave BVAraU I (R = H). Pig liver esterase (EC 3.1.1.1) catalyzed the regioselective hydrolysis of 1-(2,3,5-tri-O-acyl-β-D-arabinofuranosyl)uracil derivs. to their 2'-O-acyl monoesters, e.g. I [R = Ac, Bz, Me(CH2)3CO].
Facile access to 2'-O-acyl prodrugs of 1-(β-D-arabinofuranosyl)-5(E)-(2-bromovinyl)uracil (BVAraU) via regioselective esterase-catalyzed hydrolysis of 2',3',5'-triesters
BARALDI, Pier Giovanni;MANFREDINI, Stefano;SIMONI, Daniele;
1993
Abstract
Treatment of 1-(2,3,5-tri-O-acetyl-β-D-arabinofuranosyl)-5-[2-(trimethylsilyl)-vinyl]uracil with pyridinium bromide perbromide and deacetylation gave BVAraU I (R = H). Pig liver esterase (EC 3.1.1.1) catalyzed the regioselective hydrolysis of 1-(2,3,5-tri-O-acyl-β-D-arabinofuranosyl)uracil derivs. to their 2'-O-acyl monoesters, e.g. I [R = Ac, Bz, Me(CH2)3CO].File in questo prodotto:
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