Stereoselective synthesis of inositol mono, bis and trisphosphate analogue from 6-deoxy-D-inositol precursors

Article abstract of DOI:10.1016/S0040-4020(99)00365-8

The synthesis of opticaly pure deoxy-myo-inositol mono, bis and trisphosphate analogues is described from 4-O-benzyl-2,3-di-O- cyclohexylidene-6-deoxy-myo-inositol and corresponding 1,5 epimer chiro- inositol. These precursors, which derive from galactose, are used to accede to a variety of cyclitol intermediates employing protection/deprotection sequence. The phosphorylation procedure was performed to produce free and original substituted phosphate derivatives aimed to be incorporated through the lipidic cell membrane for in vivo evaluation.