18486-53-8Relevant articles and documents
Electroorganic synthesis 66: Selective anodic oxidation of carbohydrates mediated by TEMPO
Schnatbaum, Karsten,Sch?fer, Hans J.
, p. 864 - 872 (1999)
The carbohydrates 4-15 are anodically oxidized with 2,2,6,6- tetramethylpiperidin-1-oxyl (TEMPO) as mediator. Selective and complete reaction at the primary hydroxyl groups affords the corresponding carboxylic acids 16-32 in moderate to excellent yield. Methyl α-D-glucopyranoside is converted in 98% yield to the uronic acid 16. Cyclic voltammetry shows that the oxydation is base-catalyzed and the oxidation of the hydroxy group with TEMPO+ (2) is rate determining.
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Schier,Waldmann
, p. 847,855 (1957)
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METHANOLYSIS STUDIES OF CARBOHYDRATES, USING H.P.L.C.
Cheetham, Norman W. H.,Sirimanne, Padmini
, p. 1 - 10 (2007/10/02)
An h.p.l.c. system that separates carbohydrates as their methyl glycosides has been used to study the products obtained on treatment of various carbohydrates with methanolic hydrogen chloride.Results are presented for the monosaccharide composition of several polysaccharides, lactone and ester formation during the treatment of D-glucuronic acid, and relative rates of glycosidation vs. esterification during the treatment of D-galacturonic acid.