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US 11,981,888 B2Granted
Synthesis of furans from sugars via keto intermediates
AssigneeBP Corporation North America Inc.
InventorJoseph B. Binder
Life of this patent
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Abstract
The present invention provides a method of preparing a furan derivative comprising the steps of (a) converting a monosaccharide to provide a keto-intermediate product; and (b) dehydrating the keto-intermediate product to provide a furan derivative; wherein the keto-intermediate product is pre-disposed to forming keto-furanose tautomers in solution. The method may further comprise a step of oxidizing the furan derivative to provide a furandicarboxylic acid or a furandicarboxylic acid derivative.
Claims16
A method of preparing 5-hydroxymethyl-2-furoic acid, the method comprising the steps of:
- (a) oxidizing glucose to provide gluconic acid by contacting the glucose with at least one enzyme to form the gluconic acid, wherein the at least one enzyme comprises at least one of a glucose oxidase and a glucose dehydrogenase;
- (b) dehydrating gluconic acid to provide 2-keto-3-deoxygluconic acid by contacting the gluconic acid with at least one enzyme to form the 2-keto-3-deoxygluconic acid, wherein the at least one enzyme comprises at least one of a galactonate dehydratase having the classification E.C. 4.2.1.6, an altronate dehydratase having the classification E.C. 4.2.1.7, a mannonate dehydratase having the classification E.C. 4.2.1.8, a dihydroxyacid dehydratase having the classification E.C. 4.2.1.9, a gluconate dehydratase having the classification E.C. 4.2.1.39, a glucarate dehydratase having the classification E.C. 4.2.1.40, a galactarate dehydratase having the classification E.C. 4.2.1.42, a D-fuconate dehydratase having the classification E.C. 4.2.1.67, a L-fuconate dehydratase having the classification E.C. 4.2.1.68, a xylonate dehydratase having the classification E.C. 4.2.1.82, a gluconate/galactonate dehydratase having the classification E.C. 4.2.1.140, and an L-galactonate dehydratase having the classification E.C. 4.2.1.146;
- and
- (c) dehydrating 2-keto-3-deoxygluconic acid to provide 5-hydroxymethyl-2-furoic acid.
1 more element
Dependencies are inferred from the claim text.