Selective metalation of 6-methylpurines: Synthesis of 6-fluoromethylpurines and related nucleosides

Academic Article


  • A selective metalation at the 6-CH3 over C-8 of 6-methylpurine derivative 6 was observed with softer counter cation (Na+ or K+) of the base, while the harder Li+ showed no selectivity. In the presence of N-fluorobenzenesulfonamide (NFSI), this property was utilized for the synthesis of 6-fluoromethylpurine derivatives 4 and 5 as potential toxins for suicide gene therapy.
  • Digital Object Identifier (doi)

    Author List

  • Hassan AEA; Parker WB; Allan PW; Montgomery JA; Secrist JA
  • Start Page

  • 747
  • End Page

  • 749
  • Volume

  • 22
  • Issue

  • 5-8