5,6,7,4'-Tetramethoxyisoflavone

Base Information

• Chemical Name: 5,6,7,4'-Tetramethoxyisoflavone
• CAS No.: 4332-73-4
• Molecular Formula: C19H18O6
• Molecular Weight: 342.348
• NSC Number: 64963
• UNII: PDN774GL7F
• DSSTox Substance ID: DTXSID60195825
• Nikkaji Number: J2.792.347J
• Wikidata: Q27148716
• ChEMBL ID: CHEMBL520028
• Mol file: 4332-73-4.mol

Synonyms:5,6,7,4'-Tetramethoxyisoflavone;Irisolidone methyl ether;4332-73-4;Irisolidone, methyl ether;5,6,7-trimethoxy-3-(4-methoxyphenyl)chromen-4-one;PDN774GL7F;NSC 64963;NSC-64963;UNII-PDN774GL7F;CHEBI:79596;NSC64963;4H-1-Benzopyran-4-one, 5, 6, 7-trimethoxy-3-(4-methoxyphenyl)-;5,6,7-trimethoxy-3-(4-methoxyphenyl)-4H-1-benzopyran-4-one;3-(4-Methoxyphenyl)-5,6,7-trimethoxy-4H-1-benzopyran-4-one;NCIOpen2_008227;CHEMBL520028;DTXSID60195825;4',5,6,7-Tetramethoxyisoflavone;STL574054;AKOS037627638;ISOFLAVONE, 4',5,6,7-TETRAMETHOXY-;Q27148716;5,6,7-trimethoxy-3-(4-methoxyphenyl)-4H-chromen-4-one;4H-1-Benzopyran-4-one, 5,6,7-trimethoxy-3-(4-methoxyphenyl)-

Chemical Property of 5,6,7,4'-Tetramethoxyisoflavone

Chemical Property:

• Vapor Pressure: 3.84E-11mmHg at 25°C
• Boiling Point: 525.7°C at 760 mmHg
• Flash Point: 232.4°C
• Density: 1.243g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 342.11033829
• Heavy Atom Count: 25
• Complexity: 496

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=COC3=CC(=C(C(=C3C2=O)OC)OC)OC

Technology Process of 5,6,7,4'-Tetramethoxyisoflavone

There total 9 articles about 5,6,7,4'-Tetramethoxyisoflavone 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: 92.0%

4'-methoxytectorigenin (2345-17-7) + dimethyl sulfate (77-78-1) → 4',5,6,7-tetramethoxyisoflavone (4332-73-4)

Guidance literature:

With potassium hydroxide; In water; acetone; at 20 ℃; for 8h;

DOI:10.1007/s10870-007-9277-7

Reference yield: 72.0%

6-hydroxy-2,3,4-trimethoxyphenyl p-methoxybenzyl ketone (22110-04-9) + 1,1'-carbonyldiimidazole (530-62-1) → 4',5,6,7-tetramethoxyisoflavone (4332-73-4)

Guidance literature:

1,1'-carbonyldiimidazole; With formic acid; In tetrahydrofuran; at 0 ℃; for 1h;

6-hydroxy-2,3,4-trimethoxyphenyl p-methoxybenzyl ketone; In tetrahydrofuran; at 0 - 100 ℃; for 12.5h;

DOI:10.1016/j.bmc.2004.12.010

Reference yield:

3,4,5-trimethoxyphenol (642-71-7) → 4',5,6,7-tetramethoxyisoflavone (4332-73-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 72 percent / BF₃*OEt₂ / 0.25 h / Heating

2.1: formic acid / tetrahydrofuran / 1 h / 0 °C

2.2: 72 percent / tetrahydrofuran / 12.5 h / 0 - 100 °C

With formic acid; boron trifluoride diethyl etherate; In tetrahydrofuran; 1.1: Friedel-Crafts acylation;

DOI:10.1016/j.bmc.2004.12.010

upstream raw materials:

6-hydroxy-2,3,4-trimethoxyphenyl p-methoxybenzyl ketone

orthoformic acid triethyl ester

formic acid ethyl ester

4'-methoxytectorigenin

Downstream raw materials:

2-(2-hydroxy-4,5,6-trimethoxyphenyl)-3-(4-methoxyphenyl)-pyrimido[1,2-a]benzimidazole

3-cyano-6-(4-methoxyphenyl)-7-(2-hydroxyl-4,5,6-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine

3-cyano-6-(2-hydroxy-4,5,6-trimethoxyphenyl)-5-(4-methoxyphenyl)pyridin-2(1H)-one

3-cyano-6-(4,5,6-trimethoxy-2-hydroxyphenyl)-5-(4-methoxyphenyl)pyridine-2(1H)-thione