SYNTHESIS OF ENANTIOMERICALLY PURE PHOSPHOROTHIOLATE ASSAY SUBSTRATE FOR PHOSPHATIDYLINOSITOL-SPECIFIC PHOSPHOLIPASE C

An optimized synthesis of enantiopure (2R)-1,2-dioctanoyloxy- and (2R)-1,2-dipalmitoyloxypropane-thiophospho-(1D-myo-inositol) is reported starting from R-glycidol and the readily available 1D-1-tert-butyldiphenylsilyl-myo-inositol. The key synthesis of the phosphothiolester bond is carried out by the phosphoramidite chemistry. © 1997 Elsevier Science Ltd.