Synthesis of 1‐(2‐deoxy‐2‐fluoro‐β‐D‐arabinofuranosyl)‐5‐iodo [2‐¹⁴C] uracil

Abstract

SUMMARYThe synthesis of t h e title canpound (7) is described. The 5-halogeno analogues show antiviral activity in cell culture' and in vivo'.They also have shown antiherpes virus activity in culture and were also active against experimental herpes keratitis in rabbits3.

Biomimetic Oxidative Deamination Catalysis via ortho-Naphthoquinone-Catalyzed Aerobic Oxidation Strategy

“…In addition, the decarboxylative deamination of amino acids revealed the importance of a neighboring aryl group for the catalyst turnover number, where phenylglycine 8 was converted to benzaldehyde in 92% yield . To explore the possibility of o -NQ1 as deaminase-mimetics that removes amino groups from DNA nuclear bases, we investigated the conversion of cytosines 9 to uracils 10 . After some experimentation, we found that a stoichiometric amount of o -NQ1 could exert the formation of uracils 10 in 63–71% yields.…”

Synthesis of [2‐14C]‐1‐(2‐deoxy‐2‐fluoro‐β‐D‐arabinofuranosyl)‐5‐fluoro(chloro)uracil

“…I4C]FIAC( 6 ) and FIAU(13) starting from 5-iodocytosine and 5-iodouracil, respectively have been reported. Practical syntheses of 3-0-acetyl-5-0-benzoyl-2-deoxy-2-fluoro-D-arabinofuranosyl bromide (2) and 3,5-di-0-benzoyl-2-deoxy-2-fluoro-~-D-arabinofuranosyl bromide have been reported by Fox et a1(14) and Tann et a1(15).…”