Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Alcoholysis Reaction of Sulfamic Acids and Its Application to the Preparation of biochemically Related Sulfate Esters
KINZO NAGASAWAHISAE YOSHIDOME
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1970 Volume 18 Issue 10 Pages 2023-2027

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Abstract
The alcoholysis reaction of sulfamic acids catalyzed by pyridine was investigated with piperidine-N-sulfonic acid-cyclohexanol system and a possible formation and participation of the intermediate "pyridine-SO3 adduct" in the reaction was suggested. To apply this reaction to the preparation of sulfate esters, the experimental conditions such as the kind of sulfamic acids, molar ratio of reactants, and temperature and time of reaction were examined. Biochemically related sulfate esters, adenosine 5'-sulfate, riboflavin 5'-sulfate, and D-galactose 6-sulfate, were synthesized by this reaction.
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© The Pharmaceutical Society of Japan
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