5-Hydroxy-3,6,7,4'-tetramethoxyflavone

Base Information

• Chemical Name: 5-Hydroxy-3,6,7,4'-tetramethoxyflavone
• CAS No.: 14787-34-9
• Molecular Formula: C19H18 O7
• Molecular Weight: 358.348
• NSC Number: 685704
• UNII: E8M39S7GDC
• DSSTox Substance ID: DTXSID20163823
• Nikkaji Number: J94.506D
• Wikidata: Q83032807
• Metabolomics Workbench ID: 25960
• ChEMBL ID: CHEMBL521934
• Mol file: 14787-34-9.mol

Synonyms:Penduletin 4'-methyl ether;5-Hydroxy-3,6,7,4'-tetramethoxyflavone;14787-34-9;5-Hydroxy-3,6,7-trimethoxy-2-(4-methoxyphenyl)chromen-4-one;E8M39S7GDC;CHEMBL521934;5-Hydroxy-3,6,7-trimethoxy-2-(4-methoxy-phenyl)chromen-4-one;NSC 685704;NSC-685704;6-Hydroxykaempferol-3,6,7,4'-tetramethyl ether;5-hydroxy-3,6,7-trimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one;4'-methylpenduletin;NSC685704;UNII-E8M39S7GDC;SCHEMBL5073336;DTXSID20163823;BDBM50464573;LMPK12112877;AKOS040763199;3,4',6,7-Tetramethoxy-5-hydroxyflavone;5-hydroxy-3,4',6,7-tetramethoxyflavone;NCI60_030815;HYDROXY-3-4'-6-7-TETRAMETHOXYFLAVONE, 5-;5-Hydroxy-3,6,7-trimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one

Chemical Property of 5-Hydroxy-3,6,7,4'-tetramethoxyflavone

Chemical Property:

• Vapor Pressure: 1.54E-13mmHg at 25°C
• Boiling Point: 568.8°Cat760mmHg
• Flash Point: 205.5°C
• Density: 1.36g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 358.10525291
• Heavy Atom Count: 26
• Complexity: 538

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=C(C(=O)C3=C(C(=C(C=C3O2)OC)OC)O)OC

Technology Process of 5-Hydroxy-3,6,7,4'-tetramethoxyflavone

There total 7 articles about 5-Hydroxy-3,6,7,4'-tetramethoxyflavone 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: 100.0%

3,5,6,7,4'-pentamethoxyflavone (4472-73-5) → 5-hydroxy-3,4',6,7-tetramethoxyflavone (14787-34-9)

Guidance literature:

With aluminum tri-bromide; In acetonitrile; for 2h; Ambient temperature;

DOI:10.1021/jo00230a009

Reference yield: 93.0%

3,5,6,7-Tetramethoxy-2-(3-methoxy-phenyl)-chromen-4-one → 5-hydroxy-3,4',6,7-tetramethoxyflavone (14787-34-9)

Guidance literature:

With aluminum tri-bromide; In acetonitrile; at 0 - 5 ℃; for 0.333333h;

Reference yield:

5,7-Dihydroxy-3,6-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one (27782-63-4) + dimethyl sulfate (77-78-1) → 3,5,6,7,4'-pentamethoxyflavone (4472-73-5) + 5-hydroxy-3,4',6,7-tetramethoxyflavone (14787-34-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetone; at 20 ℃; for 1h; Overall yield = 92 %; Inert atmosphere;

DOI:10.1016/j.ejmech.2015.01.012

upstream raw materials:

3,5,6,7,4'-pentamethoxyflavone

1-(2,6-dihydroxy-3,4-dimethoxy-phenyl)-2-methoxy-ethanone

p-Methoxybenzoic anhydride

1-(3,6-dihydroxy-2,4-dimethoxy-phenyl)-2-methoxy-ethanone

Downstream raw materials:

Toluene-4-sulfonic acid 3,6,7-trimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-5-yl ester

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

3,5-diacetoxy-6,7-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one

Toluene-4-sulfonic acid 3-hydroxy-6,7-dimethoxy-2-(4-methoxy-phenyl)-4-oxo-4H-chromen-5-yl ester