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The potentially important dietary antioxidant, quercetin 3-O-β-d-glucoside, has been 13 C-labelled at C-2 of the flavonoid unit by synthesis in 15% yield over five steps from [ 13 C]carbon dioxide. The route is appropriate for radiochemical synthesis. Formation of the protected 3-glucosylated flavonol appears to result from [1,7]-sigmatropic rearrangement with migration of a benzyl...
[2- 13 C]-Quercetin-4′-O-β-glucoside was synthesised in four steps and 28% yield from barium [ 13 C]-carbonate. This short route will be applicable to the synthesis of radiolabelled quercetin-4′-O-β-d-glucoside from barium [ 14 C]-carbonate. The most important feature is control of the regiochemistry and stereochemistry of glycosylation before introduction of the isotopic label...
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