Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
A Convenient Synthesis of Prenylated Isoflavones : Synthesis of Licoricone and Related Compounds
MASAO TSUKAYAMATOKUNARU HORIEKUNIHIRO FUJIMOTOMITSURU NAKAYAMA
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1986 Volume 34 Issue 6 Pages 2369-2374

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Abstract
The condensation of 6', 7-bis(benzoyloxy)-2', 4'-dimethoxyisolfavone (18) with 2-methyl-3-buten-2-ol, followed by hydrolysis of the resultant 6', 7-bis(benzoyloxy)-2', 4'-dimethoxy-3'-(3-methyl-2-butenyl)isoflavone (19) gave 6', 7-dihydroxy-2', 4'-dimethoxy-3'-(3-methyl-2-butenyl)-isoflavone (licoricone) (1). Its isomer, 6', 7-dihydroxy-2', 4'-dimethoxy-5'-(3-methyl-2-butenyl)-isoflavone (2), was also synthesized from 7-benzoyloxy-6'-hydroxy- or 6', 7-bis(benzoyloxy)-2', 4'-dimethoxy-5'-(3-methyl-2-butenyl)isoflavone (11 or 20).
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© The Pharmaceutical Society of Japan
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