Synthesis of (±) cyclohexane-1(R), 2(R), 4(R)-triol-triphosphate, a deoxygenated analog of myo-inositol-1,4,5-triphosphate

Article abstract of DOI:10.1016/0040-4039(92)88127-Q

For the use in the studies of inositol-phosphates, (±) cyclohexane-1(R), 2(R), 4(R)-triol-triphosphate 2 was synthesized from anisole. The synthesis used 1,2-benzenedimethanol as a ketone and phosphate protective group which induced easy crystallization of the intermediates. Regeneration of the free ketone 9 under mild conditions followed by its selective reduction and phosphorylation by the phosphite method gave the expected compound 2.