71847-58-0

Upstream product

• 89456-36-0 2-(3,4-Dimethoxy-phenyl)-8-hydroxy-5,7-dimethoxy-chromen-4-one 
• 76650-20-9 1-(2,4,6-trimethoxyphenyl)-3-(3,4-dimethoxyphenyl)propenone 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 4712-12-3 5,7-dihydroxy-3',4'-dimethoxy flavone 
• 24824-54-2 3,4-dimethoxybenzoic anhydride 
• 89456-23-5 3,4-Dimethoxy-benzoic acid 2-acetyl-6-benzyloxy-3,5-dimethoxy-phenyl ester 
• 89456-16-6 1-(3-Benzyloxy-2-hydroxy-4,6-dimethoxy-phenyl)-3-(3,4-dimethoxy-phenyl)-propane-1,3-dione 
• 89456-30-4 8-Benzyloxy-2-(3,4-dimethoxy-phenyl)-5,7-dimethoxy-chromen-4-one 
• 89456-13-3 2,3-bis(benzyloxy)-4,6-dimethoxyacetophenone 
• 54299-57-9 3-benzyloxy-2-hydroxy-4,6-dimethoxyacetophenone 
• 21919-66-4 2,30dihydroxy-4,6-dimethoxyacetophenone 
• 832-58-6 1-(2,4,6-trimethoxyphenyl)ethanone 
• 114021-60-2 2'-hydroxy-3,4,4',6'-tetramethoxychalcone 

Downstream Products

• 18003-33-3 3',4',5,6,7-pentahydroxyflavone 
• 137231-85-7 Scutellaprostin C 
• 27696-41-9 3′,4′,5,7,8-pentahydroxyflavone 
• 17290-70-9 isosinensetin 
• 89456-47-3 5,8-diacetoxy-2-(3,4-dimethoxy-phenyl)-7-methoxy-chromen-4-one 
• 13003-74-2 5-hydroxy-3’,4’,7,8-tetramethoxyflavone 

Relevant academic research and scientific papers

Regioselective hydroxylation of 2-hydroxychalcones by dimethyldioxirane towards polymethoxylated flavonoids

The flavone nucleus is part of a large number of natural products and medicinal compounds. In this presentation the novel regioselective hydroxylation of hydroxyarenes with DMD is described. The results showed further that flavonoids with 5-hydroxy group were selectively oxyfunctionalized at the para-position C8 carbon atom by DMD. Finally, according to this methodology, the naturally occurring isosinensetin, tangeretin, sinensetin, nobiletin, natsudaidain, gardenin B, 3,3′,4′,5,6,7,8- heptamethoxyflavone, quercetin and its derivatives were synthesized.

Studies of the Selective O-Alkylation and Dealkylation of Flavonoids. VI. Demethylation of 8-Hydroxy-5,7-dimethoxyflavones with Anhydrous Aluminum Chloride or Bromide in Acetonitrile

The demethylation of seven 8-hydroxy-5,7-dimethoxyflavones with anhydrous aluminum chloride or bromide in acetonitrile was studied and the following results were obtained. (1) Anhydrous aluminum chloride in acetonitrile selectively split the 5-methoxyl group without cleavage of the 7-methoxyl group, and seven 5,8-dihydroxy-7-methoxy-flavones were quantitatively synthesized by the demethylation. (2) In the demethylation with anhydrous aluminum bromide, the 5- and 7-methoxyl groups on 4',5,7-trimethoxy- and 3',4',5,7-tetramethoxy-8-hydroxyflavone were selectively split to give the corresponding 5,7,8-trihydroxyflavones in good yield.However, the demethylation was not accessible to the synthesis of 5,7,8-trihydroxy-3',4',5'-trimethoxyflavone, 4',5,7,8-tetrahydroxy-3'-methoxy-, and 3',5,7,8-tetrahydroxy-4'-methoxyflavone, because of the cleavage of the methoxyl groups on the B ring.The synthesized flavones were employed for the identification of the two natural flavones, which were proposed to be 4',5,8-trihydroxy-7-methoxyflavone and 4',5,8-trihydroxy-3',7-dimethoxyflavone.The former, salvitin, was revised to 4',5,7-trihydroxy-6-methoxyflavone and the latter seemed to be 4',5,7-trihydroxy-3',8-dimethoxyflavone.