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5∶6∶7∶8-hydroxyflavonols

Part II. A total synthesis

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Summary

A method of complete synthesis of 5∶6∶7∶8-hydroxy flavonols is described. It starts from ω∶3∶6-trimethoxy-2∶4-dihydroxy-acetophenone which is subjected to partial methylation (of the 4-hydroxyl group) and subsequently to persulphate oxidation. The product, 2∶5-dihydroxy-ω∶3∶4∶6-tetramethoxy-acetophenone is condensed with the anhydride and sodium salt of anisic acid and also of benzoic acid. The resulting 6-hydroxy-flavones yield on further methylation the fully methylated ethers of calycopteretin and 6∶8-dihydroxy-galangin and on demethylation, the free hydroxy-flavonols.

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Murti, V.V.S., Row, L.R. & Seshadri, T.R. 5∶6∶7∶8-hydroxyflavonols. Proc. Indian Acad. Sci. (Math. Sci.) 24, 233 (1946). https://doi.org/10.1007/BF03174757

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  • DOI: https://doi.org/10.1007/BF03174757

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