Direct synthesis, substitution, and structure of 1-(2'-deoxy-β-D-erythro-pentofuranosyl)-4-pentafluorophenylpyrimidin- 2H-one
Direct methods have been developed to access the title nucleoside 1 from 2'-deoxyuridine (dU). The C-4 pentafluorophenyl group of 1 is readily displaced by amine nucleophiles forming N-4 substituted cytosines in good to excellent yields.
Synthesis and anti-HIV activity of C4-modified pyrimidine nucleosides
One-pot syntheses provided a series of triazole- and pentafluorophenyloxy-substituted pyrimidine nucleosides. Most of the compounds in the series displayed anti-HIV activities but none as potent as AZT 2. 1-(β-D-Erythro-pentofuranosyl)-4-pentafluorophenyloxy-2(1H)-pyrimidinone 14 was the most potent and the most selective compound in the series with EC50 = 1.6 μM.
Wallis, Mark P.,Mahmood, Naheed,Fraser, William
p. 83 - 89
(2007/10/03)
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