2749-23-7Relevant articles and documents
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Rao,K.V.
, p. 973 - 977 (1964)
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SYNTHESES OF AMINOCYCLITOLS AND AMINOCYCLITOL-OLIGOGLYCOSIDES FROM URONIC ACIDS AND GLUCURONIDE-SAPONINS BY MEANS OF AN ELECTROLYTIC DECARBOXYLATION REACTION
Kitagawa, Isao,Kamigauchi, Toshiyuki,Shirakawa, Kiyoharu,Ikeda, Yoshiharu,Ohmori, Hidenobu,Yoshikawa, Masayuki
, p. 349 - 354 (2007/10/02)
By use of the electrolytic decarboxylation reaction as the key step, aminocyclitols (6b, 7b, 8b, 10b, 14b) and aminocyclitol-oligoglycosides (e.g. 18) have been conveniently synthesized from uronic acids (1, 9, 12) and glucuronide-saponins (e.g. 15).The conversions include the first syntheses of optically active D-neo- and L-neo-nitrocyclitols (10, 14).
Saponin and Sapogenol. XXIX. Selective Cleavage of the Glucuronide Linkage in Oligoglycosides by Anodic Oxidation
Kitagawa, Isao,Kamigauchi, Toshiyuki,Ohmori, Hidenobu,Yoshikawa, Masayuki
, p. 3078 - 3086 (2007/10/02)
In the course of studies aimed at finding a new selective cleavage method for the glucuronide linkage in glucuronide-saponins, an electrolytic oxidation reaction has been found to be useful as an initial reaction for the desired selective cleavage method.The new cleavage method comprises an anodic oxidation of glucuronide-saponin, by which the carboxyl function is converted to an acetoxyl moiety, and a subsequent alkali treatment.It has been found that the anodic oxidation causes selective oxidation of axial hydroxyl groups and allylic oxidation in the sapogenol moiety.Keywords - anodic oxidation; allylic oxidation; sakuraso-saponin; soyasaponin I; desacyl-jegosaponin; glycyrrhizin; glucuronide-saponin; glucuronide linkage; soyasapogenol B; protoprimulagenin A