89966-04-1Relevant articles and documents
A Convenient Synthesis of Prenylated Isoflavones: Synthesis of Licoricone and Related Compounds
Tsukayama, Masao,Horie, Tokunaru,Fujimoto, Kunihiro,Nakayama, Mitsuru
, p. 2369 - 2374 (2007/10/02)
The condensation of 6',7-bis(benzoyloxy)-2',4'-dimethoxyisoflavone (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).Keywords - isoflavone; selective prenylation (3-methyl-2-butenylation); prenylated isoflavone; 6',7-dihydroxy-2',4'-dimethoxy-3'-(3-methyl-2-butenyl)isoflavone (licoricone); 6',7-dihydroxy-2',4-dimethoxy-5'-(3-methyl-2-butenyl)isoflavone; 6-hydroxy-2,4-dimethoxybenzaldehyde
SYNTHESES OF LICORICONE AND ITS ISOMER
Tsukayama, Masao,Fujimoto, Kunihiro,Horie, Tokunaru,Masumura, Mitsuo,Nakayama, Mitsuru
, p. 261 - 264 (2007/10/02)
The condensation of 6',7-dibenzoyloxy-2',4'-dimethoxyisoflavone with 2-methyl-3-buten-2-ol, followed by the hydrolysis of the resultant 3'-(3-methyl-2-butenyl)isoflavone afforded licoricone.Its isomer, 5'-(3-methyl-2-butenyl)isoflavone, was also synthesized from 7-benzoyloxy or 6',7-dibenzoyloxyisoflavone in a similar manner.