TRIFLUOROMETHYLPHOSPHINYL BIS-TRIAZOLIDES IN THE SYNTHESIS OF TRIFLUOROMETHYLPHOSPHONATE ANALOGUES OF NUCLEOTIDES

Article abstract of DOI:10.1016/S0040-4039(00)60080-1

The bis-triazolide of trifluoromethylphosphinic acid is prepared from trifluoromethylphosphorous dibromide, CF3PBr2, and reacted in situ with alcohols.The resulting triazolomonoesters are efficiently hydrolysed and oxidised to give trifluoromethylphosphonate monoesters, as shown for the nucleotide analogues adenosine 5'-O-trifluoromethylphosphonate and thymidine 3'-O-trifluoromethylphosphonate, novel nucleoside esters having a trifluoromethylphosphoryl function.