• Title of article

    Regioselective nitration of purine nucleosides: synthesis of 2-nitroadenosine and 2-nitroinosine

  • Author/Authors

    Paymaneh Y.F Deghati، نويسنده , , Paymaneh Y.F and Wanner، نويسنده , , Martin J and Koomen، نويسنده , , Gerrit-Jan، نويسنده ,

  • Issue Information
    هفته نامه با شماره پیاپی سال 2000
  • Pages
    5
  • From page
    1291
  • To page
    1295
  • Abstract
    Nitration reactions of 6-substituted purine nucleosides with tetrabutylammonium nitrate/trifluoroacetic anhydride (TBAN/TFAA) have been studied. This nitrating mixture selectively nitrates C-6 substituted purines at the 2-position, but the method is limited to substrates without NH or OH substituents. Acetylated 6-chloropurine riboside was cleanly nitrated (DCM, 0°C, 71%) and converted to nitro substituted adenosine and inosine in a few simple steps.
  • Keywords
    Nitration , adenosine , Inosine
  • Journal title
    Tetrahedron Letters
  • Serial Year
    2000
  • Journal title
    Tetrahedron Letters
  • Record number

    1636469