Rapid microwave-assisted fluorination yielding novel 5'-deoxy-5'-fluorouridine derivatives

Bioorg Med Chem Lett. 2006 Dec 1;16(23):6139-42. doi: 10.1016/j.bmcl.2006.08.093. Epub 2006 Sep 7.

Abstract

The preparation of (18)F-labeled ligands for positron emission tomography (PET) and the subsequent imaging have to be completed within a half-life of the neutron-deficient isotope ((18)F=110 min). In this paper, we report a rapid fluorination approach to obtain 5'-deoxy-5'-fluoro-substituted uracil nucleoside analogues. Nucleophilic substitution at the 5'-position of the nucleosides was achieved within 45 min providing excellent yields of 75-92% by application of microwaves.

MeSH terms

  • Floxuridine / chemical synthesis
  • Floxuridine / chemistry*
  • Floxuridine / pharmacology*
  • Fluorine / chemistry*
  • Microwaves*
  • Molecular Structure
  • Time Factors

Substances

  • Floxuridine
  • Fluorine
  • doxifluridine