188413-91-4Relevant academic research and scientific papers
Activity of selected nucleoside analogue protides against zika virus in human neural stem cells
Bernatchez, Jean A.,Coste, Michael,Beck, Sungjun,Wells, Grace A.,Luna, Lucas A.,Clark, Alex E.,Zhu, Zhe,Hecht, David,Rich, Jeremy N.,Sohl, Christal D.,Purse, Byron W.,Siqueira-Neto, Jair L.
, (2019/05/17)
Zika virus (ZIKV), an emerging flavivirus that causes neurodevelopmental impairment to fetuses and has been linked to Guillain-Barré syndrome continues to threaten global health due to the absence of targeted prophylaxis or treatment. Nucleoside analogues
A short, flexible route toward 2'-C-branched ribonucleosides
Harry-O'kuru,Smith,Wolfe
, p. 1754 - 1759 (2007/10/03)
A five-step synthesis of 2'-C-branched ribonucleosides from commercially obtained 1,3,5-tri-O-benzoyl-α-D-ribofuranose (4) is described. The free hydroxyl group of 4 was oxidized in high yield with Dess-Martin periodane reagent. The resultant 2-ketosugar was treated with MeMgBr/TiCl4, CH2=CHMgBr/CeCl3, or TMSC≡CLi/CeCl3, and in each case addition to the ketone proceeded stereoselectively to provide 2-alkylated ribofuranosides. After conversion to the corresponding tetrabenzoyl derivatives, the 2-alkylribofuranosides were coupled to nucleobases under Vorbruggen persilylation conditions, giving the β-nucleosides with high stereoselectivity. Deprotection with methanolic ammonia provided the title compounds in 17-49% overall yields from 4.
