FACILE ACCESS TO 2'-O-ACYL PRODRUGS OF 1-(BETA-D-ARABINOFURANOSYL)-5(E)-(2-BROMOVINYL)URACIL (BVARAU) VIA REGIOSELECTIVE ESTERASE-CATALYZED HYDROLYSIS OF 2',3',5'-TRIESTERS

被引:18
作者
BARALDI, PG
BAZZANINI, R
MANFREDINI, S
SIMONI, D
ROBINS, MJ
机构
[1] UNIV FERRARA,DIPARTIMENTO SCI FARMACEUT,VIA FOSSATO DI MORTARA 17-19,I-44100 FERRARA,ITALY
[2] BRIGHAM YOUNG UNIV,DEPT CHEM,PROVO,UT 84602
关键词
2'-O-ACYL; BV ARAU; PIG LIVER ESTERASE; PYRIDINIUM BROMIDE PERBROMIDE;
D O I
10.1016/S0040-4039(00)93411-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of 1-(2,3,5-tri-O-acetyl-beta-D-arabinofuranosyl)-5-[2-(trimethylsilyl)-vinyl]uracil (3) with pyridinium bromide perbromide and deacetylation gave BVAraU (2). Pig liver esterase (EC 3.1.1.1) catalyzed the regioselective hydrolysis of 1-(2,3,5-tri-O-acyl-beta-D-arabinofuranosyl)uracil derivatives to their 2'-O-acyl monoesters.
引用
收藏
页码:3177 / 3180
页数:4
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