169130-15-8

Upstream product

• 55742-65-9 2',5'-dihydroxy-3',4',6'-trimethoxyacetophenone 
• 794-94-5 p-Methoxybenzoic anhydride 
• 100-07-2 4-methoxy-benzoyl chloride 
• 107-30-2 chloromethyl methyl ether 
• 1027152-43-7 4-Methoxy-benzoic acid 2-acetyl-3,5,6-trimethoxy-4-methoxymethoxy-phenyl ester 
• 173217-34-0 1-(2-Hydroxy-3,4,6-trimethoxy-5-methoxymethoxy-phenyl)-ethanone 

Downstream Products

• 173217-35-1 5,7,8-Trimethoxy-6-methoxymethoxy-2-(4-methoxy-phenyl)-chromen-4-one 
• 173217-43-1 Acetic acid 5,7,8-trimethoxy-2-(4-methoxy-phenyl)-4-oxo-3-(toluene-4-sulfonyloxy)-4H-chromen-6-yl ester 
• 173217-44-2 Acetic acid 5-hydroxy-7,8-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-3-(toluene-4-sulfonyloxy)-4H-chromen-6-yl ester 
• 173217-39-5 Toluene-4-sulfonic acid 5,7,8-trimethoxy-6-methoxymethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yl ester 
• 173217-41-9 Toluene-4-sulfonic acid 5,6,7,8-tetramethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yl ester 
• 173217-42-0 Toluene-4-sulfonic acid 5-hydroxy-6,7,8-trimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yl ester 
• 173217-40-8 Toluene-4-sulfonic acid 6-hydroxy-5,7,8-trimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yl ester 
• 173217-45-3 Toluene-4-sulfonic acid 5,6-dihydroxy-7,8-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yl ester 
• 173217-46-4 Toluene-4-sulfonic acid 5,6,7-trihydroxy-8-methoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-3-yl ester 
• 173217-37-3 3,5,7,8-Tetramethoxy-6-methoxymethoxy-2-(4-methoxy-phenyl)-chromen-4-one 
• 173217-98-6 Acetic acid 3,5,7,8-tetramethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-6-yl ester 
• 173217-36-2 3-Hydroxy-5,7,8-trimethoxy-6-methoxymethoxy-2-(4-methoxy-phenyl)-chromen-4-one 
• 173217-38-4 Acetic acid 5-hydroxy-3,7,8-trimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-6-yl ester 
• 173217-30-6 3,6-dihydroxy-4',5,7,8-tetramethoxyflavone 

Relevant academic research and scientific papers

Studies of the selective O-alkylation and dealkylation of flavonoids. XIX. A convenient method for synthesizing 3,5,6,7,8-pentaoxygenated flavones

The methoxymethyl ethers of 6-hydroxy-5,7,8-trimethoxyflavones, which were derived from 2',5'dihydroxy-3',4',6'-trimethoxyacetophenone, were oxidized with dimethyldioxirane to give the corresponding 3-hydroxyflavones. Selective O-alkylation and dealkylation of the 3-hydroxyflavones were examined and a convenient method for synthesizing the following ten kinds of 3,5,6,7,8- pentaoxygenated flavones was established: 3-hydroxy-5,6,7,8- tetramethoxyflavones, 3,5-dihydroxy-6,7,8-trimethoxyflavones, 3,6-dihydroxy- 5,7,8-trimethoxyflavones, 3,5,6-trihydroxy-7,8-dimethoxyflavones, 3,5,6,7- tetrahydroxy-8-methoxyflavones, and their 3-methyl ethers. Furthermore, 3,5,8-trihydroxy-4',6,7-trimethoxyflavone, 3,8-dihydroxy-4',5,6,7- tetramethoxyflavone, and 5,8-dihydroxy-3,6,7-trimethoxyflavones were similarly synthesized and their spectral properties were examined. Additionally, the proposed structures of three natural flavones were revised.

SYNTHESIS OF 5,8-DIHYDROXY-6,7-DIMETHOXYFLAVONES AND REVISED STRUCTURES FOR SOME NATURAL FLAVONES

Six 5,8-dihydroxy-6,7-dimethoxyflavones and three 8-hydroxy-5,6,7-trimethoxyflavones were synthesized from 2',5'-dihydroxy-3',4',6'-trimethoxyacetophenone by adapting the selective O-alkylation and dealkylation, and the differentiation between the flavones and their isomeric 6-hydroxyflavones was clarified by 1H NMR and UV spectra.Four natural flavones proposed as 5,8-dihydroxy-6,7-dimethoxyflavones, must have other structures and three are shown to be isomeric 5,7-dihydroxy-6,8-dimethoxyflavones.A flavone, isolated from Helichrysum, is revised to the isomeric 7-hydroxy-5,6,7-trimethoxyflavone,