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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SYNTHESIS OF METHYL ETHERS OF URONIC ACIDS. III. SYNTHESIS OF METHYL (METHYL-α-D-MANNOPYRANOSID)URONATE AND ITS 2- AND 4-O-METHYL ETHERS
Grishkovets, V. I.,Zemlyakov, A. E.,Chirva, V. Ya.
, p. 401 - 403 (2007/10/02)
The synthesis of methyl (methyl α-D-mannopyranosid)uronate and its 2- and 4-O-methyl ethers has been effected by the chromium trioxide oxidation of the corredponding O-benzyl and O-benzylidene derivatives of methyl α-D-mannopyranoside, esterification with