Process for producing 1-fluoro-glycuronic acids and their...

C - Chemistry – Metallurgy – 07 – H

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C07H 7/033 (2006.01) C07H 5/02 (2006.01) C07H 13/04 (2006.01)

Patent

CA 2057001

HOE 89/F 149 Abstract of the disclosure: Process for the preparation of 1-fluoro-glycuronic acids and salts thereof, and such novel 1-fluoro-glycuronic acids and salts thereof Process for the preparation of 1-fluoro-glycuronic acids, which can contain protected amino groups, and salts thereof, characterized in that glycopyranosyl fluorides of mono- or oligosaccharides which carry at least one primary OH function are oxidized with oxygen as the oxidizing agent in an aqueous solution in the pH range from 6 to 9 in the presence of a catalyst which contains at least one platinum metal, and the 1-fluoro-glycuronic acids formed are at least partly neutralized. The invention furthermore relates to compounds of the general formula (I) Image in which M represents hydrogen or a cation, in particular an alkali metal, and X denotes oxygen or NH, independently of one another, wherein, if X = oxygen, R denotes hydrogen or a glycosidically bonded monosaccharide and if X = NH, R represents an acyl, alkyl, aryl or aralkyl protective group radical having up to 10 carbon atoms, but wherein only one of the groups RX has a meaning other than OH.

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