188927-31-3

Basic information

• Product Name: Ethanone, 1-[6-hydroxy-3-methoxy-2-(1-methylethoxy)-4-(phenylmethoxy)phenyl]-
• CAS NO: 188927-31-3
• Molecular Formula: C19H22O5
• Molecular Weight: 330.381
• Mol File: 188927-31-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-[6-hydroxy-3-methoxy-2-(1-methylethoxy)-4-(phenylmethoxy)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-[6-hydroxy-3-methoxy-2-(1-methylethoxy)-4-(phenylmethoxy)phenyl]-(188927-31-3)
• EPA Substance Registry System: Ethanone, 1-[6-hydroxy-3-methoxy-2-(1-methylethoxy)-4-(phenylmethoxy)phenyl]-(188927-31-3)

Safety Data

• Hazardous Substances Data: 188927-31-3(Hazardous Substances Data)

Upstream product

• 188927-62-0 1-(4-Benzyloxy-2-isopropoxy-3,6-dimethoxy-phenyl)-ethanone 
• 3162-51-4 1-(2,4-Bis-benzyloxy-3,6-dimethoxy-phenyl)-ethanone 
• 3162-52-5 1-(4-benzyloxy-2-hydroxy-3,6-dimethoxy-phenyl)-ethanone 
• 7499-99-2 1-(2,4-dihydroxy-3,6-dimethoxy)phenylethanone 
• 100-44-7 benzyl chloride 

Downstream Products

• 1026154-00-6 4-Benzyloxy-benzoic acid 2-acetyl-5-benzyloxy-3-isopropoxy-4-methoxy-phenyl ester 
• 1027843-57-7 3,4-Bis-benzyloxy-benzoic acid 2-acetyl-5-benzyloxy-3-isopropoxy-4-methoxy-phenyl ester 
• 188927-56-2 Toluene-4-sulfonic acid 7-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-5-isopropoxy-6-methoxy-4-oxo-4H-chromen-3-yl ester 
• 188927-46-0 Toluene-4-sulfonic acid 7-benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-5-hydroxy-6-methoxy-4-oxo-4H-chromen-3-yl ester 
• 188927-55-1 Toluene-4-sulfonic acid 7-benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-isopropoxy-6-methoxy-4-oxo-4H-chromen-3-yl ester 
• 188927-54-0 Toluene-4-sulfonic acid 7-benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-5-isopropoxy-6-methoxy-4-oxo-4H-chromen-3-yl ester 
• 188927-45-9 Toluene-4-sulfonic acid 7-benzyloxy-2-(3-benzyloxy-4-methoxy-phenyl)-5-hydroxy-6-methoxy-4-oxo-4H-chromen-3-yl ester 
• 188927-44-8 Toluene-4-sulfonic acid 7-benzyloxy-2-(4-benzyloxy-3-methoxy-phenyl)-5-hydroxy-6-methoxy-4-oxo-4H-chromen-3-yl ester 
• 188927-53-9 Toluene-4-sulfonic acid 7-benzyloxy-2-(4-benzyloxy-phenyl)-5-isopropoxy-6-methoxy-4-oxo-4H-chromen-3-yl ester 
• 188927-36-8 1-(4-Benzyloxy-6-hydroxy-2-isopropoxy-3-methoxy-phenyl)-3-(3,4-bis-benzyloxy-phenyl)-propane-1,3-dione 
• 188927-41-5 7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3-hydroxy-5-isopropoxy-6-methoxy-chromen-4-one 
• 188927-43-7 Toluene-4-sulfonic acid 7-benzyloxy-2-(4-benzyloxy-phenyl)-5-hydroxy-6-methoxy-4-oxo-4H-chromen-3-yl ester 
• 188927-61-9 7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-3,5-dihydroxy-6-methoxy-chromen-4-one 
• 188927-51-7 7-Benzyloxy-2-(3,4-bis-benzyloxy-phenyl)-5-isopropoxy-6-methoxy-chromen-4-one 

Relevant articles and documents

Studies of the selective O-alkylation and dealkylation of flavonoids. XXII. A convenient method for synthesizing 3,5,7-trihydroxy-6-methoxyflavones

The demethylation of 3,4-dioxygenated 6-methoxy-2- isopropoxyacetophenones was studied and it was found that 4-benzyloxy-6- hydroxy-3-methoxy-2-isopropoxyacetophenone was easily obtained from 4- benzyloxy-3,6-dimethoxy-2-isopropoxyacetophenone by selective demethylation with anhydrous aluminum bromide-sodium iodide in acetonitrile. The acetophenone was converted into 7-benzyloxy-3-hydroxy-6-methoxy-5- isopropoxyflavones by cyclization followed by oxidation with dimethyldioxirane. The isopropoxy group in the flavones was selectively cleaved with anhydrous aluminum chloride via the corresponding tosylates to give 7-benzyloxy-3,5-dihydroxy-6-methoxyflavones, which were converted into the desired 3,5,7-trihydroxy-6-methoxyflavones by hydrogenolysis. The process was suitable as a general method for synthesizing 3,5,7-trihydroxy-6- methoxyflavones and five flavones were synthesized. We also examined the 13C-NMR spectra of twelve kinds of 3,5,6,7-tetraoxygenated 4'- methoxyflavones and revised the proposed structure of a natural flavone.