公开(公告)号：US20190077797A1

公开(公告)日：2019-03-14

申请号：US15772294

申请日：2016-10-31

申请人： Ozkan SARI ,  Coralie DE SCHUTTER ,  Jong-Hyun CHO ,  Longhu ZHOU ,  Hongwang ZANG ,  Franck AMBLARD ,  Steven J. COATS ,  Raymond F. SCHINAZI

发明人： Ozkan SARI ,  Coralie DE SCHUTTER ,  Jong-Hyun CHO ,  Longhu ZHOU ,  Hongwang ZANG ,  Franck AMBLARD ,  Steven J. COATS ,  Raymond F. SCHINAZI

IPC分类号： C07D413/06 ,  C07D317/30 ,  C07D307/33

摘要： Methods for forming 2-bromo, 2-fluoro ribofuranose intermediates and 2-chloro, 2-fluoro ribofuranose intermediates for use in preparing antiviral nucleosides are disclosed. Methods for forming nucleosides, and nucleoside prodrugs, using the intermediates, are also disclosed. The methods all produce intermediates, and the resulting nucleosides and prodrugs thereof, wherein the chirality of the carbon at the 2-position is controlled. In some embodiments, the chemistry involves using chiral auxiliaries, such as (R)-2,2-dimethyl-1,3-dioxolane-4-carbaldehyde, and in other embodiments, the chemistry involves using chiral starting materials, such as D-xylose.