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Synthesis and Anti-HIV Activity of 5-Alkoxymethyl-3′-azido-2′,3′-dideoxyuridines

✍ Scribed by Ahmed E.-S. Abdel-Megied; Poul Hansen; Erik B. Pedersen; Claus Nielsen; Carsten M. Nielsen

Publisher
John Wiley and Sons
Year
1993
Tongue
English
Weight
453 KB
Volume
326
Category
Article
ISSN
0365-6233

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✦ Synopsis

Abstract

Methyl 3‐azido‐5‐O‐tert‐butyldiphenylsilyl‐2,3‐dideoxy‐D‐erythro‐furanoside (3) was coupled with silylated 5‐hydroxymethyluracil (1a) and its C~1~‐C~6~ alkyl ethers 1b–g to give the corresponding protected nucleosides 4a‐g which were deprotected with Bu~4~NF to afford 3‐azido nucleosides 5a‐g and 6a‐g. The α‐anomers 6f,g show moderate activity against HIV. No significant activity against HSV‐1 was found for the compounds 5 and 6.

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