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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

C-Glycosylflavonoids. II. The synthesis of 7,4'-Di-O-methylpuerarin (8-C-β-D-Glucopyranosyl-7,4'-dimethoxyisoflavone)

RA Eade, FJ Mcdonald and H Pham

Australian Journal of Chemistry 31(12) 2699 - 2706
Published: 1978

Abstract

The product of reaction of 2'-acetoxy-4,4'-dimethoxy-3'-(tetraacetyl-β-D-glucopyranosyl)chalcone (4) with thallium(III) nitrate in methanol/trimethyl orthoformate solution gave, after acid hydrolysis, a high yield of 7,4'-di-O-methylpuerarin (2). The dimethyl acetal (6) and the enol ether (7) have been isolated from the reaction of the chalcone (4) with thallium(III) nitrate in methanol. Both the acetal (6) and ether (7) gave 7,4'-di-O-methylpuerarin on reaction with acid or base.

https://doi.org/10.1071/CH9782699

© CSIRO 1978

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