Application of the Arbuzov reaction for the synthesis of phosphonate analogues of myo-inositol 1,2-bis- and 1,2,6-trisphosphates and methyl α-D-mannopyranoside 2,3,4-trisphosphate

The reaction of perbenzylated (±)-myo-inositol 1,2-bis- and 1,2,6-tris-phosphites with benzyl bromoacetate, followed by catalytic ( Pd C ) hydrogenolysis affords (±)-myo-inositol 1,2-bis- and 1,2,6-tris(carboxymethylphosphonate). The same procedure is used for the synthesis methyl α-D-mannopyranoside 2,3,4-tris(carboxymethylphosphonate).