Synthesis of inositol phospholipids with thiophosphoester bonds

Abstract the synthesis of phosphatidylinositol (PI) analogues (±)1- O -(1- O -octadecanoyl-2- O -acetyl- rac -3-thioglycerylphosphoryl)- myo -inositol ( 7 ), (±)1- O -(1,2-di- O -octadecyl- rac -3-thioglycerylphosphoryl)- myo -inositol ( 14a ), (±)1- O -(1,2-di- O -octyl- rac -3-thioglycerylphosphoryl)- myo -inositol ( 14b ) and (±)1- O -(1- O -octadecyl-2- O -methyl- rac -3-thioglycerylphosphoryl)- myo -inositol ( 14c ) designed to show a novel mode of PI-phospholipase C (PI-PLC) inhibition, is described.