67443-87-2

Basic information

• Product Name: 4H-1-Benzopyran-4-one, 3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-6-methoxy-
• CAS NO: 67443-87-2
• Molecular Formula: C26H22O13
• Molecular Weight: 542.453
• Mol File: 67443-87-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4H-1-Benzopyran-4-one, 3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-6-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-1-Benzopyran-4-one, 3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-6-methoxy-(67443-87-2)
• EPA Substance Registry System: 4H-1-Benzopyran-4-one, 3,5,7-tris(acetyloxy)-2-[3,4-bis(acetyloxy)phenyl]-6-methoxy-(67443-87-2)

Safety Data

• Hazardous Substances Data: 67443-87-2(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 519-96-0 patuletin 

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.