Process for selective oxidation of primary alcohols of oligosaccharides
AssigneeAkzo Nobel N.V.
InventorDirk Jan Vermaas
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Abstract
The invention relates to a process for the selective oxidation of primary alcohols of oligosaccharides to form the corresponding carboxylic acid derivatives of the alcohols using catalytic amounts of a di-tertiary-alkyl nitroxyl free radical, characterized in that 1,3-dibromo-5,5-dimethylhydantoin or 1,3-dichoro-5,5-dimethylbydantoin is used as oxidant and the reaction is performed in neutral to basic conditions at a pH<10. The process of the invention is useful for the production of (partially protected) oligosaccharides comprising carboxylate groups, both intermediates and end products.
Claims10
A process for the selective oxidation of primary alcohols of oligosaccharides to form the corresponding carboxylic acid derivatives of the alcohols using catalytic amounts of a di-tertiary-alkyl nitroxyl free radical, comprising reacting an oligosaccharide comprising at least one primary hydroxyl group with an oxidant selected from 1,3-dibromo-5,5-dimethylhydantoin and 1,3-dichloro-5,5-dimethylhydantoin in the presence of catalytic amounts of the di-tertiary-alkyl nitroxyl free radical in neutral to basic conditions at a pH<10.
Dependencies are inferred from the claim text.