53847-89-5

Upstream product

• 857564-80-8 3,6-dihydroxy-2,4,4'-trimethoxy-deoxybenzoin 
• 122-51-0 orthoformic acid triethyl ester 
• 175988-56-4 1-(3,6-Bis-benzyloxy-2,4-dimethoxy-phenyl)-3,3-dimethoxy-2-(4-methoxy-phenyl)-propan-1-one 
• 175988-38-2 1-(3,6-Bis-benzyloxy-2,4-dimethoxy-phenyl)-ethanone 
• 6962-57-8 3,6-dihydroxy-2,4-dimethoxyacetophenone 
• 175988-57-5 1-(3,6-Dihydroxy-2,4-dimethoxy-phenyl)-3,3-dimethoxy-2-(4-methoxy-phenyl)-propan-1-one 

Downstream Products

• 175988-45-1 6-acetoxy-5,7-dimethoxy-3-(4-methoxy-phenyl)-chromen-4-one 
• 175988-50-8 Acetic acid 5-hydroxy-7-methoxy-3-(4-methoxy-phenyl)-4-oxo-4H-chromen-6-yl ester 

Relevant academic research and scientific papers

Studies of the selective O-alkylation and dealkylation of flavonoids. XX. A convenient method for synthesizing 5,6,7-trihydroxyisoflavones and 5,6-dihydroxy-7-methoxyisoflavones

3′,6′-Bis(benzyloxy)-2′,4′-dimethoxychalcones, which were derived from dibenzyl ether of 3,6-dihydroxy-2,4-dimethoxyacetophenone, were oxidatively rearranged with thallium(III) nitrate (TTN) in methanol to give 2-aryl-1-[3,6-bis(benzyloxy)-2,4-dimethoxyphenyl]-3,3-dimethoxypropan-1-ones; these products were converted into 6-hydroxy-5,7-dimethoxyisoflavones by hydrogenolysis followed by cyclization. The 5-methoxy group in the acetates of the isoflavones was selectively cleaved with 5% (w/v) anhydrous aluminum bromide in acetonitrile to give quantitatively the corresponding 5-hydroxyisoflavones, which were hydrolyzed to 5,6-dihydroxy-7-methoxyisoflavones. The acetates were also demethylated to 5,6,7-trihydroxyisoflavones with 30% (w/v) anhydrous aluminum chloride in acetonitrile at 70 °C for 36-48 h. The spectral properties of these isoflavones were examined and some natural isoflavones were identified.