Stereoselective Synthesis of Inositol Mono, Bis and Trisphosphate Analogues from 6-Deoxy-D-inositol Precursors.

Abstract 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.