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Synthesis and anti-HIV activities of phosphate triester derivatives of 3′-fluoro-2′,3′-dideoxythymidine and 3′-azido-2′,3′-dideoxythymidine

✍ Scribed by Hitesh K. Agarwal; Gustavo F. Doncel; Keykavous Parang

Publisher
Elsevier Science
Year
2008
Tongue
French
Weight
169 KB
Volume
49
Category
Article
ISSN
0040-4039

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✦ Synopsis

Fatty acyl-glycol phosphate triester conjugates of 3 0 -fluoro-2 0 ,3 0 -dideoxythymidine (FLT) were prepared in three steps from the reaction of diisopropylphoramidous dichloride with fatty acyl-substituted glycols, followed by a coupling reaction with FLT and oxidation with tert-butyl hydroperoxide (t-BuOOH). Additionally, a number of fatty alcohols were reacted with diisopropylphoramidous dichloride to produce the phosphitylating intermediates, which underwent coupling reactions with 3 0 -azido-2 0 ,3 0 -dideoxythymidine (AZT) and FLT followed by oxidation with t-BuOOH to yield fatty alcohol phosphate triester derivatives of AZT and FLT.

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