3',4'-Dihydroxy-5,6,7-trimethoxyflavone

Base Information

• Chemical Name: 3',4'-Dihydroxy-5,6,7-trimethoxyflavone
• CAS No.: 51145-79-0
• Molecular Formula: C18H16O7
• Molecular Weight: 344.321
• DSSTox Substance ID: DTXSID60433471
• Metabolomics Workbench ID: 24329
• ChEMBL ID: CHEMBL73016
• Mol file: 51145-79-0.mol

Synonyms:3',4'-Dihydroxy-5,6,7-trimethoxyflavone;CHEMBL73016;51145-79-0;2-(3,4-dihydroxyphenyl)-5,6,7-trimethoxy-4H-chromen-4-one;SCHEMBL7127301;DTXSID60433471;2-(3,4-DIHYDROXYPHENYL)-5,6,7-TRIMETHOXYCHROMEN-4-ONE;BDBM50025287;LMPK12111246;2-(3,4-Dihydroxy-phenyl)-5,6,7-trimethoxy-chromen-4-one

Chemical Property of 3',4'-Dihydroxy-5,6,7-trimethoxyflavone

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 344.08960285
• Heavy Atom Count: 25
• Complexity: 520

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O)O)OC)OC

Technology Process of 3',4'-Dihydroxy-5,6,7-trimethoxyflavone

There total 7 articles about 3',4'-Dihydroxy-5,6,7-trimethoxyflavone 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: 97.0%

2-(3,4-bis-benzyloxy-phenyl)-5,6,7-trimethoxy-chromen-4-one (51145-78-9) → 3',4'-dihydroxy-5,6,7-trimethoxyflavone (51145-79-0)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate;

DOI:10.1021/jm00161a021

Reference yield:

6-hydroxy-2,3,4-trimethoxyacetophenone (22248-14-2) → 3',4'-dihydroxy-5,6,7-trimethoxyflavone (51145-79-0)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / 3 h / 120 °C

2: KOH, pyridine / 4 h / 60 °C

3: 88 percent / AcONa, AcOH / 3 h / 140 - 145 °C

4: 97 percent / H₂ / 10percent Pd/C / methanol; ethyl acetate

With pyridine; potassium hydroxide; hydrogen; sodium acetate; acetic acid; palladium on activated charcoal; In methanol; ethyl acetate;

DOI:10.1021/jm00161a021

Reference yield:

3'4'-dibenzyloxy-2-hydroxy-4,5,6-trimethoxydibenzoyl methane (55274-37-8) → 3',4'-dihydroxy-5,6,7-trimethoxyflavone (51145-79-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / AcONa, AcOH / 3 h / 140 - 145 °C

2: 97 percent / H₂ / 10percent Pd/C / methanol; ethyl acetate

With hydrogen; sodium acetate; acetic acid; palladium on activated charcoal; In methanol; ethyl acetate;

DOI:10.1021/jm00161a021

upstream raw materials:

2-(3,4-bis-benzyloxy-phenyl)-5,6,7-trimethoxy-chromen-4-one

6-hydroxy-2,3,4-trimethoxyacetophenone

3'4'-dibenzyloxy-2-hydroxy-4,5,6-trimethoxydibenzoyl methane

3,6-dihydroxy-2,4-dimethoxyacetophenone

Downstream raw materials:

cirsiliol

3',4'-diacetoxy-5-hydroxy-3,6,7-trimethoxyflavone

Refernces