3,4',5-Trihydroxy-3',7-dimethoxyflavanone

Base Information

• Chemical Name: 3,4',5-Trihydroxy-3',7-dimethoxyflavanone
• CAS No.: 37971-67-8
• Molecular Formula: C₁₇H₁₆O₇
• Molecular Weight: 332.31
• Nikkaji Number: J1.990.710D
• Wikidata: Q104987303
• Mol file: 37971-67-8.mol

Synonyms:3,4',5-Trihydroxy-3',7-dimethoxyflavanone;Taxifolin 7,3'-dimethyl ether;CHEBI:175236;7,3'-dimethoxy-3,5,4'-trihydroxyflavanone;4',5-Dihydroxy-3',7-dimethoxydihydroflavonol;3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydrochromen-4-one

Chemical Property of 3,4',5-Trihydroxy-3',7-dimethoxyflavanone

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 332.08960285
• Heavy Atom Count: 24
• Complexity: 456

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=C2C(=C1)OC(C(C2=O)O)C3=CC(=C(C=C3)O)OC)O

Technology Process of 3,4',5-Trihydroxy-3',7-dimethoxyflavanone

There total 1 articles about 3,4',5-Trihydroxy-3',7-dimethoxyflavanone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 28.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + taxifolin (480-18-2,17654-26-1,5117-01-1) → (2R,3R)-3,5,3'-trihydroxy-7,4'-dimethoxyflavanone (78128-76-4,79995-67-8) + (2R,3R)-dihydro-quercetin-7,3′-dimethyl ether (37971-67-8) + (2R,3R)-(+)-7-O-methyldihydroquercetin (491-51-0,109360-95-4,140694-62-8,80453-44-7) + 7,3′,4′-O-trimethyltaxifolin (74628-44-7)

Guidance literature:

In diethyl ether; benzene; at 0 ℃; for 1.5h;

DOI:10.1271/bbb.120925

Reference yield:

(2R,3R)-dihydro-quercetin-7,3′-dimethyl ether (37971-67-8) + acetic anhydride (108-24-7) → Acetic acid (2R,3R)-2-(3-acetoxy-4-hydroxy-phenyl)-5-hydroxy-7-methoxy-4-oxo-chroman-3-yl ester + Acetic acid (2R,3R)-3-acetoxy-2-(3-acetoxy-4-hydroxy-phenyl)-7-methoxy-4-oxo-chroman-5-yl ester

Guidance literature:

With 4-pyrrolidin-1-ylpyridine; In chloroform; for 20h;

DOI:10.1016/S0031-9422(00)98549-2

Reference yield:

(2R,3R)-dihydro-quercetin-7,3′-dimethyl ether (37971-67-8) + acetic anhydride (108-24-7) → Acetic acid (2R,3R)-3-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-7-methoxy-4-oxo-chroman-5-yl ester (102867-60-7)

Guidance literature:

In pyridine; for 24h; Ambient temperature;

DOI:10.1016/0031-9422(86)88032-3

upstream raw materials:

diazomethane

taxifolin

Downstream raw materials:

Acetic acid (2R,3R)-3-acetoxy-2-(4-acetoxy-3-methoxy-phenyl)-7-methoxy-4-oxo-chroman-5-yl ester