NMR AND X-RAY-DIFFRACTION STUDY OF SOME INOSITOL DERIVATIVES

We have determined the preferred conformers in solution by a detailed NMR analysis using COSY and HETCOR experiments of three inositol isome rs: myo (1), scyllo (2) and epi (3) plus sixteen derivatives of myo-in ositol: 1,2,3,4,5,6-hexa-O-acetyl-myo-inositol (4), 1,2-O-isopropylide ne-myo-inositol (5), 1,2:4,5-di-O-isopropylidene-myo-inositol (6), 6-t etra-O-acetyl-1,2-O-isopropylidene-myo-inositol (7), 3,4, 5,6-tetra-O- acetyl-myo-inositol (8), 1,2-O-isopropylidene-3,6-di-O-tosyl-myo-inosi tol (9), ,2-O-isopropylidene-3,4,6-tri-O-tosyl-myo-inositol (10), 1,2: 4,5-di-O-isopropylidene-3-O-tosyl-myo-inisitol (11), 3,6-di-O-benzyl-1 ,2 :4, 5-di-O-isopropylidene-myo-inositol (12), 3,6-di-O-benzyl-1,2-O- isopropylidene-myoinositol (13), 3,6-di-O-benzyl-myo-inositol (14), 1, 2-O-cyclohexylidene-myo-inositol (15), 1,2 :4,5-di-O-cyclohexylidene-m yo-inositol (16), 1,2:5,6-di-O-cyclohexylidene-myo-inositol (17), 1,3, 5-O-(orthoformate)-myo-inositol (18) and 2-benzyl-1,3,5-O-(orthoformat e)-myo-inositol (19). The X-ray diffraction structure of compounds 2, 6-8, 18 and 19 are reported.