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US 12,577,270 B2Granted
2′,3′-diacetyluridine substituted with acetoacetyl at the 5′ position
AssigneePharma Cinq, LLC
InventorsReid Warren Von Borstel, David Michael Simpson, Rolando Alejandro Garcia Garcia
Life of this patent
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Abstract
5′-O-(Acetoacetyl)-2′,3′-di-O-acetyluridine is useful in the treatment or prevention of disorders characterized by cerebral metabolic energy failure or diminished mitochondrial energy reserve capacity.
Claims29
A compound, 5′-O-(Acetoacetyl)-2′,3′-di-O-acetyluridine.
A method for producing 5′-O-Acetoacetyl-2′,3′-di-O-acetyluridine, comprising:
- (a) mixing 2′,3′-O-isopropylideneuridine and 2,2,6-trimethyl-4H-1,3-dioxin-4-one in dimethylformamide under conditions to produce 5′-O-acetoacetyl-2′,3′-O-isopropylideneuridine;
- (b) mixing the 5′-O-acetoacetyl-2′,3′-O-isopropylideneuridine from (a) with aqueous acetic acid under conditions to produce crude 5′-O-Acetoacetyluridine;
- (c) dissolving the crude 5′-O-Acetoacetyluridine from (b) in a mixture of dichloromethane and pyridine, and then adding acetic anhydride and stirring for several days;
- (d) to the mixture resulting from (c), switch the solvent to ethyl acetate and neutralize with saturated NaHCO3 to yield crude 5′-O-Acetoacetyl-2′,3′-di-O-acetyluridine.
1 more element
A compound, 5′-O-Acetoacetyluridine.
Dependencies are inferred from the claim text.