104691-93-2

Upstream product

• 160154-74-5 2',4',5,7-tetrakis(benzyloxy)-8-(3-hydroxy-3-methyl-1-butynyl)isoflavone 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 160154-81-4 4',6'-bis(benzyloxy)-3'-iodo-2'-(methoxymethoxy)acetophenone 
• 160154-73-4 2',4',5,7-tetrakis(benzyloxy)-8-iodoisoflavone 
• 160154-72-3 1-<2-acetoxy-4,6-bis(benzyloxy)-3-iodophenyl>-2-<2,4-bis(benzyloxy)phenyl>-3,3-dimethoxypropan-1-one 
• 160154-70-1 2,4,4',6'-tetrakis(benzyloxy)-2'-hydroxy-3'-iodochalcone 
• 160154-71-2 2'-acetoxy-2,4,4',6'-tetrakis(benzyloxy)-3'-iodochalcone 

Downstream Products

• 74161-25-4 5,7,2',4'-tetrahydroxy-8-(3,3-dimethylallyl)isoflavone 
• 160154-76-7 2',4',5,7-tetrakis(benzoyloxy)-8-(3-methyl-2-butenyl)isoflavone 
• 160154-75-6 2',4',5,7-tetrakis(benzoyloxy)-8-(3-hydroxy-3-methylbutyl)isoflavone 

Relevant academic research and scientific papers

Facile synthesis of polyhydroxycoumaronochromones with quinones: Synthesis of alkylpolyhydroxy- and alkoxycoumaronochromones from 2′-hydroxyisoflavones

4′,5,7-Trihydroxy- or 8-alkyl-4′,5,7-trihydroxycoumaronochromones were synthesized by oxidative cyclization of the corresponding 2′-hydroxyisoflavones with o-chloranil under mild conditions. By contrast, alkoxycoumaronochromones were synthesized by oxidative cyclization of the corresponding 2′-hydroxyisoflavones with DDQ.

Regioselective synthesis of prenylisoflavones. Syntheses of allolicoisoflavone A, 2,3-dehydrokievitone, and related compounds

The palladium-catalyzed coupling reaction of 2',4',5,7- tetrakis(benzyloxy)-5'-iodolsoflavone (12), synthesized from the 5- iodochalcone 9, with 2-methyl-3-butyn-2-ol gave the corresponding 5'-(3- hydroxy-3-methyl-1-butynyl)isoflavone 13. The catalytic hydrogenation of 13 gave 2',4',5,7-tetrahydroxy-5'-(3-hydroxy-3-methylbutyl)isoflavone (2). Dehydration of the benzoate 14 of 2 afforded a mixture of 5'-(3-methyl-2- butenyl)isoflavone 15 and the isomer 5'-(3-methyl-3-butenyl)isoflavone 16. The separation of 15 was accomplished by a treatment of the mixture (15 and 16) with mercury(II) nitrate. Hydrolysis of 15 afforded 2',4',5,7- tetrahydroxy-5'-prenylisoflavone (allolicoisoflavone A) (1). In a similar manner, 2',4',5,7-tetrahydroxy-8-prenylisoflavone (2,3-dehydrokievitone) (3) and 2',4',5,7-tetrahydroxy-8-(3-hydroxy-3-methylbutyl)isoflavone (2,3- dehydrokievitone hydrate) (4) were synthesized from the corresponding 8- iodoisoflavone 22. The tetramethyl ether 5 of 3 was also prepared from the 8- iodotetramethoxyisoflavone 32.

Regioselective Synthesis of Prenylisoflavones. Syntheses of 2,3-Dehydrokievitone and Related Compounds

The palladium-catalyzed coupling reaction of 2',4',5,7-tetrakis(benzyloxy)-8-iodoisoflavone with 2-methyl-3-butyn-2-ol gave the corresponding 8-(3-hydroxy-3-methylbutynyl)isoflavone 8.Dehydration of the benzoate obtained from 8 in two steps gave a mixture