Intermediate compounds resulting from method for forming a dihyd

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D31746

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active

047556129

ABSTRACT:
This invention relates to novel intermediate compounds resulting from a method for forming a dihydrogen-phosphate inositol from a protected or unprotected inositol that comprises at least two vicinal trans hydroxy groups that are unprotected. This method results in each of the unprotected hydroxy groups of the inositol, which can contain from two to six unprotected hydroxy groups, being converted to a dihydrogen-phosphate group and each protected group being converted to a free hydroxy group. The method permits one to make such compounds in very few steps and in very high yields.

REFERENCES:
Krylova et al., Chem. Abs. 93, 95518g, (1980).
Krylova et al., "Investigations in the Field of Derivatives of Asymmetrically Substituted Myo-Inositol", Zh. Org. Khim., 16, No. 2, pp. 315-322, Feb. 1980.
Mancuso et al., "Oxidation of Long-Chain and Related Alcohols to Carbonyls by Dimethyl Sulfoxide `Activated` by Oxalyl Chloride", J. Org. Chem., 43, No. 12, pp. 2480-2482 (1978).
House, H. O. Modern Synthetic Reactions, 2nd ed., pp. 45-54 (1972).
Fieser et al., Reagents for Organic Chemistry, vol. 1, pp. 1049-1055 (1977).
Ozaki et al., "Total Synthesis of Optically Active Myo-Inositol 1,4,5-Tris(Phosphate)", Tet. Let., 27, No. 27, pp. 3157-3160 (1986).

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