First Synthesis of Fully Deprotected Diimidotriphosphoric Acid and Derivatives Designed for the Synthesis of "PNPNP" Nucleotides and Dinucleotides

Article abstract of DOI:10.1021/jo00117a019

The first synthesis of fully deprotected diimidotriphosphoric acid is described.The PNPNP sequence is obtained from an all protected cyclic precursor that can be regioselectively mono- or bisfunctionalized with alcohols and amines in classical organic solvents.All protected group can be removed at the end of the synthesis by catalytic hydrogenation to afford the corresponding PNPNP derivatives as a salt.The strategy developed allows a straightforward access to a new class of nucleotide and dinucleotide analogs as well as other triphosphorylated compounds of biological relevance.