89966-07-4

Upstream product

• 115-18-4 2-methyl-3-buten-2-ol 
• 89966-06-3 7-benzoyloxy-6'-hydroxy-2',4'-dimethoxyisoflavone 
• 98-88-4 benzoyl chloride 
• 89966-05-2 6',7-dihydroxy-2',4'-dimethoxyisoflavone 
• 89966-04-1 6',7-bis(benzyloxy)-2',4'-dimethoxyisoflavone 

Downstream Products

• 89966-10-9 6',7-diacetoxy-2',4'-dimethoxy-5'-(3-methyl-2-butenyl)isoflavone 
• 51460-76-5 2',4',6',7-tetramethoxy-3'-(3-methyl-2-butenyl)isoflavone 
• 89966-14-3 6',7-dihydroxy-2',4'-dimethoxy-5'-(3-methyl-2-butenyl)isoflavone 

Relevant academic research and scientific papers

A Convenient Synthesis of Prenylated Isoflavones: Synthesis of Licoricone and Related Compounds

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

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.