Abstract
A new anti-HIV agent 4'-cyano-2',3'-didehydro-3'-deoxythymidine (9) was synthesized by allylic substitution of the 3',4'-unsaturated nucleoside 14, having a leaving group at the 2'-position, with cyanotrimethylsilane in the presence of SnCl4. Evaluation of the anti-HIV activity of 9 showed that this compound is much less potent than the recently reported 2',3'-didehydro-3'-deoxy-4'-(ethynyl)thymidine (1).
Publication types
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Research Support, Non-U.S. Gov't
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Research Support, U.S. Gov't, P.H.S.
MeSH terms
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Animals
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Anti-HIV Agents / chemical synthesis*
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Anti-HIV Agents / chemistry
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Anti-HIV Agents / pharmacology
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HIV Infections* / drug therapy
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HIV-1* / drug effects
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Humans
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Stavudine / analogs & derivatives*
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Stavudine / chemical synthesis*
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Stavudine / chemistry
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Thymidine / chemical synthesis*
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Thymidine / chemistry
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Thymidine / pharmacology
Substances
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4'-cyano-2',3'-didehydro-3'-deoxythymidine
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Anti-HIV Agents
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Stavudine
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Thymidine