Synthesis of myo-inositol 4,6-cyclic,1,5-trisphosphate, a conformationally restricted analogue of myo-inositol 1,4,5-trisphosphate

Abstract

myo-Inositol 4,6-cyclic,1,5-trisphosphate 2 has been prepared starting from myo-inositol. The suitably protected intermediates, obtained by judicious selective protections and deprotections, have been phosphorylated. Final one-pot deprotection gives the expected, conformationally restricted, analogue of myo-inositol 1,4,5-trisphosphate. The physico-chemical behaviour of this derivative could explain its biological inactivity.