S. Jane deSolms

The total synthesis of myo-inositol polyphosphates

Abstract Total synthesis of the individual enantiomers of myo-inositol 4-phosphate ( 15 ), myo-inositol 1,4-bisphosphate ( 2 ) and myo-inositol 1,4,5-trisphosphate ( 1 ), together with syntheses of racemic myo-inositol 1,3,4-trisphosphate ( 4 ) and myo-inositol 2,4,5-trisphosphate ( 5 ) are reported. The syntheses feature the use of camphanic acid esters for resolution of protected inositols, and the use of tetrabenzylpyrophosphate as an efficient phosphorylating agent for polyhydroxy alcohols.

The total synthesis of (±)-myo-inositol-1,3,4-trisphosphate, (±)-myo-inositol-2,4,5-trisphosphate and (±)-myo-inositol-1,3,4,5-tetrakisphosphate

Abstract A total synthesis of (±)-myo-Inositol-1,3,4-Trisphosphate, (±)-myo-Inositol-2,4,5-Trisphosphate and (±)-myo-Inositol-1,3,4,5-Tetrakisphosphate is described.

The total synthesis of myo-inositol phosphates via myo-inositol orthoformate

Novel selective alkylations of myo-inositol orthoformate (4) have been used to prepare a series of protected myo-inositol derivatives, (5a–e), (7), (10), (12), and (16). These intermediates have been used in efficient total syntheses of myo-inositol 2-phosphate, (9); myo-inositol 4-phosphate, (6); myo-inositol 1,3-bisphosphate, (18); and myo-inositol 1,3,4,5-tetrakisphosphate (14). This report represents the first total synthesis of the important natural metabolites (14) and (18) and significantly improved methods of preparation of (6) and (9).