ChemInform Abstract: INOSITOL DERIVATIVES. 10. ISOPROPYLIDENATION OF 1,2-O-CYCLOHEXYLIDENE-MYO-INOSITOL DERIVATIVES AND PREPARATION OF UNACCESSIBLE BLOCKED INOSITOLS

Isopropylidenation of 1,2-O-cyclohexylidene-myo-inositol and its 3-O-tosyl- and 3-O-benzoyl derivatives with 2,2-dimethoxypropane in N,N-dimethylformamide in the presence of acid catalyst gave the corresponding 4,5- and 5,6-O-isopropylidene derivatives. Selective benzoylation of 1,2-O-cyclohexylidene-4,5-O-isopropylidene-myo-inositol with benzoyl chloride in pyridine gave mainly the 3-O-benzoate, whereas with benzoic anhydride the 6-O-benzoate. Several unaccessible blocked inositols were prepared by displacement reaction of the protected sulfonyl derivatives with sodium benzoate.