515863-75-9

Upstream product

• 911285-85-3 4,2',4'-tris(benzyloxy)-6'-(methoxymethoxy)-3'-iodochalcone 
• 71386-98-6 2',4'-dihydroxy-6'-(methoxymethoxy)acetophenone 
• 321569-81-7 2',4'-bis(benzyloxy)-3'-iodo-6'-(methoxymethoxy)acetophenone 
• 321569-79-3 2',4'-dihydroxy-3'-iodo-6'-(methoxymethoxy)acetophenone 
• 67052-53-3 4',6'-bis(benzyloxy)-2'-(methoxymethoxy)acetophenone 
• 887149-27-1 4,2',4'-tris(benzyloxy)-6'-hydroxy-3'-iodochalcone 
• 98-88-4 benzoyl chloride 
• 844868-35-5 2',4,4'-tris(benzyloxy)-6'-hydroxy-3'-iodochalcone 

Downstream Products

• 844868-36-6 5,7,4'-tris(benzyloxy)-6-(3-hydroxy-3-methyl-1-butynyl)isoflavone 
• 515863-74-8 4',5,7-tris(benzyloxy)-6-iodoisoflavone 
• 99874-36-9 5,7-dihydroxy-6-(3-hydroxy-3-methylbutyl)-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one 
• 51225-29-7 5,7,4'-triacetoxy-6-(3-methyl-2-butenyl)isoflavone 
• 51225-30-0 erythrinin B 
• 887149-29-3 7,4'-bis(benzoyloxy)-6-(3-hydroxy-3-methylbutyl)-5-tosyloxyisoflavone 
• 887149-30-6 7,4'-bis(benzoyloxy)-6-(3-methyl-2-butenyl)-5-tosyloxyisoflavone 
• 887149-28-2 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-hydroxy-3-methylbutyl)isoflavone 
• 887149-31-7 7,4'-bis(benzoyloxy)-5-hydroxy-6-(3-methyl-2-butenyl)isoflavone 
• 911285-86-4 1-[6-benzoyloxy-2,4-bis(benzyloxy)-3'-iodophenyl]-2-[4-benzyloxyphenyl]-3,3-dimethyloxypropan-1-one 

Relevant academic research and scientific papers

Regioselective synthesis of 6-prenylpolyhydroxyisoflavone (wighteone) and wighteone hydrate with hypervalent iodine

The oxidative rearrangement of 3′-iodotetraalkoxychalcone with [hydroxyl(tosyloxy)iodo]benzene, followed by cyclization of the resultant acetal gave 6-iodotrialkoxyisoflavone. The coupling reaction of the isoflavone with 2-methyl-3-butyn-2-ol gave 6-alkynylisoflavone, whose hydrogenation gave wighteone hydrate. Wighteone was synthesized by dehydration of wighteone hydrate. Copyright Taylor & Francis Group, LLC.

Regioselective synthesis of 6-alkyl- and 6-prenylpolyhydroxyisoflavones and 6-alkylcoumaronochromone derivatives

The palladium-catalyzed coupling reaction of 6-iodoisoflavone, prepared from 3′-iodoacetophenone derivative, with 2-methyl-3-butyn-2-ol gave 6-alkynylisoflavone derivative, which was hydrogenated to give 6-alkylhydroxyisoflavone (luteone hydrate) (2). Dehydration of 2 gave 2′,4′,5,7-tetrahydroxy-6-prenylisoflavone (luteone) (1). Wighteone hydrate (3) was also synthesized from 6-iodotris(benzyloxy)isoflavone in a similar manner. 6-Alkyl-4′5,7-trihydroxy-coumaronochromone (4) was synthesized by oxidative cyclization of 2 with o-chloranil.