Title of article :
Synthesis and anti-HIV activity of l-β-3′-C-cyano-2′,3′-unsaturated nucleosides and l-3′-C-cyano-3′-deoxyribonucleosides
Author/Authors :
Wei Zhu، نويسنده , , Giuseppe Gumina، نويسنده , , Raymond F. Schinazi، نويسنده , , Chung K Chu، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2003
Pages :
9
From page :
6423
To page :
6431
Abstract :
An efficient synthetic method was developed for l-β-3′-C-cyano-2′,3′-unsaturated nucleosides and l-3′-C-cyano-3′-deoxyribonucleosides. The key intermediate was obtained from l-xylose, from which a series of pyrimidine and purine nucleosides were prepared in high yield by the coupling of and various silyl-protected bases in the presence of TMSOTf. These nucleosides were eliminated, followed by deprotecting to give l-β-3′-C-cyano-2′,3′-unsaturated nucleosides. When selectively deprotected by hydrazine hydrate in buffered acetic acid–pyridine followed by treatment with potassium carbonate in methanol, l-3′-C-cyano-3′-deoxyribonucleosides were obtained. The synthesized nucleosides were tested for anti-HIV activity.
Keywords :
HIV , cyano , Antiviral , unsaturated l-nucleoside
Journal title :
Tetrahedron
Serial Year :
2003
Journal title :
Tetrahedron
Record number :
1088119
Link To Document :
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