Selective metalation of 6-methylpurines: synthesis of 6-fluoromethylpurines and related nucleosides.

Academic Article

Abstract

  • 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.
  • Published In

    Keywords

  • Genetic Therapy, Indicators and Reagents, Metals, Methylation, Purine Nucleosides, Purines
  • Digital Object Identifier (doi)

    Authorlist

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

  • 747
  • End Page

  • 749
  • Volume

  • 22
  • Issue

  • 5-8