Synthesis of a new family of acyclic nucleoside phosphonates, analogues of TPases transition statesElectronic supplementary information (ESI) available: Copies of the relevant spectra or analyses (1H NMR, 13C NMR, 31P NMR, MS, HRMS). See DOI: 10.1039/c2ob25131k

A 6-step procedure was developed for the synthesis of a new family of acyclic nucleoside phosphonates (ANPs), PHEEPA [(2-pyrimidinyl-2-(2-hydroxyethoxy)ethyl)phosphonic acids] in overall yields ranging from 4.5% to 32%. These compounds, which possess on one side a hydroxy function and on the other side a phosphonate group, can be considered either as potential antiviral agents or as transition state analogues of nucleoside phosphorylases such as thymidine phosphorylase. A 6-step procedure was developed for the synthesis of a new family of acyclic nucleoside phosphonates (ANPs), PHEEPA [(2-pyrimidinyl-2-(2-hydroxyethoxy)ethyl)phosphonic acids] in overall yields ranging from 4.5% to 32%.