Preparation of l-ascorbate 2-sulfate from l-ascorbic acid

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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C07D30762

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039548090

ABSTRACT:
A method is provided for the synthesis of L-ascorbate 2-sulfate compounds and salts thereof which comprises reacting L-ascorbic acid or the salts thereof of the formula ##EQU1## WHERE Z represents hydrogen or a cation capable of bonding with L-ascorbic acid, and n.sub.1 is the valence of Z, with a base-sulfur trioxide complex of the formula ##EQU2## where A represents a tertiary amine, tertiary amide, ether or thioether, the reaction being carried out in a compatible solvent and in the presence of sufficient base to render the C.sub.2 hydroxyl of the L-ascorbic acid more ionized than the C.sub.5 and C.sub.6 hydroxyls thereof. The process effects quantitative conversion of L-ascorbic acid to L-ascorbate 2-sulfate, and pure compounds of the latter are isolated in good yields. Such compounds have been found to act as stable vitamin C sources in food systems or the like.

REFERENCES:
allaudeen et al., Arch. Biochem. Biophys. 140:245 (1970).
Tolbert et al., Federation of American Societies for Experimental Biology, 30, 1819 (Mar. 1971).
Mumma et al., Isolation of Ascorbic Acid 2-Sulfate From Selected Pat. Organs., Biochimica et Biophysica Acta, pp. 249-253, 7-19-72.

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