Practical synthesis of a potent hepatitis C virus RNA replication inhibitor
Practical synthesis of a potent hepatitis C virus RNA replication inhibitor
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DOI：
10.1021/jo0491096
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发表时间：
2004-09-17
影响因子：
3.6
通讯作者：
Grabowski, EJJ
中科院分区：
文献类型：
--
作者：
Bio, MM;Xu, F;Grabowski, EJJ
描述了一种实用、有效的合成丙型肝炎病毒RNA复制抑制剂1的方法。从廉价的双丙酮葡萄糖开始，12步合成的特点是一种新的立体选择性重排，以制备关键的结晶呋喃糖二醇中间体。这之后是高度选择性的糖苷化以使C-2支链呋喃糖环氧化物与脱氮嘌呤偶联。
A practical, efficient synthesis of 1, a hepatitis C virus RNA replication inhibitor, is described. Starting with the inexpensive diacetone glucose, the 12-step synthesis features a novel stereoselective rearrangement to prepare the key crystalline furanose diol intermediate. This is followed by a highly selective glycosidation to couple the C-2 branched furanose epoxide with deazapurine.