1620083-08-0Relevant academic research and scientific papers
Syntheses of 4′-spirocyclic phosphono-nucleosides as potential inhibitors of hepatitis C virus NS5B polymerase
Dang, Qun,Zhang, Zhibo,He, Shuangsheng,Liu, Yaohong,Chen, Tongqian,Bogen, Stephane,Girijavallabhan, Vinay,Olsen, David B.,Meinke, Peter T.
supporting information, p. 4407 - 4409 (2014/07/22)
To discover novel nucleosides as potential antiviral agents, 4′-spirocyclic phosphono-nucleosides were designed to mimic the monophosphate of R-1479, a known nucleoside inhibitor of HCV NS5B. Bypassing the first kinase step to nucleoside monophosphate is viewed as advantageous since this phosphorylation is often observed as the rate-limiting transformation to the active NTP for many nucleosides. Efficient synthetic routes were developed with a triphenylphosphine-iodine cyclization reaction as the key step to form the tetrahydrofuran 4′-spirocycle. The desired 4′-spirocyclic phosphono-cytidine analogs 12a, 12b, and 16 were prepared in 11 steps.
