3',5,7-Trihydroxy-4',8-dimethoxyisoflavone

Base Information

• Chemical Name: 3',5,7-Trihydroxy-4',8-dimethoxyisoflavone
• CAS No.: 56419-18-2
• Molecular Formula: C17H14O7
• Molecular Weight: 330.2889
• DSSTox Substance ID: DTXSID20204982
• Nikkaji Number: J934.221D
• Wikidata: Q77371392
• Metabolomics Workbench ID: 22571
• Mol file: 56419-18-2.mol

Synonyms:3',5,7-Trihydroxy-4',8-dimethoxyisoflavone;BRN 1354521;56419-18-2;5,7,3'-Trihydroxy-8,4'-dimethoxyisoflavone;5,7-Dihydroxy-3-(3-hydroxy-4-methoxyphenyl)-8-methoxy-4H-1-benzopyran-4-one;4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(3-hydroxy-4-methoxyphenyl)-8-methoxy-;SCHEMBL6338407;DTXSID20204982;LMPK12050434;LS-39597

Chemical Property of 3',5,7-Trihydroxy-4',8-dimethoxyisoflavone

Chemical Property:

• Vapor Pressure: 5.73E-15mmHg at 25°C
• Boiling Point: 599.5°Cat760mmHg
• Flash Point: 224.3°C
• Density: 1.483g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 330.07395278
• Heavy Atom Count: 24
• Complexity: 505

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=COC3=C(C2=O)C(=CC(=C3OC)O)O)O

Technology Process of 3',5,7-Trihydroxy-4',8-dimethoxyisoflavone

There total 12 articles about 3',5,7-Trihydroxy-4',8-dimethoxyisoflavone 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: 98.0%

Acetic acid 3-(3-acetoxy-4-methoxy-phenyl)-5-hydroxy-8-methoxy-4-oxo-4H-chromen-7-yl ester (204591-33-3) → 5,7-dihydroxy-3-(3-hydroxy-4-methoxy-phenyl)-8-methoxy-chromen-4-one (56419-18-2)

Guidance literature:

With hydrogenchloride; In methanol; for 2h; Heating;

DOI:10.1248/cpb.46.222

Reference yield:

1-(2,4-Bis-benzyloxy-3,6-dimethoxy-phenyl)-ethanone (3162-51-4) → 5,7-dihydroxy-3-(3-hydroxy-4-methoxy-phenyl)-8-methoxy-chromen-4-one (56419-18-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 79 percent / KOH / ethanol / 1.5 h / 40 °C

2: thallium (III) nitrate * 3H₂O / methanol; CHCl₃ / 20 h / 30 °C

3: H₂ / 10percent Pd/C / methanol

4: 10percent aq. HCl / methanol / 2 h / Heating

5: 100 percent / pyridine

6: 91 percent / AlBr₃ / acetonitrile / 0.67 h / 20 °C

7: 98 percent / 16percent aq. HCl / methanol / 2 h / Heating

With pyridine; hydrogenchloride; potassium hydroxide; aluminum tri-bromide; hydrogen; thallium(III) nitrate; palladium on activated charcoal; In methanol; ethanol; chloroform; acetonitrile;

DOI:10.1248/cpb.46.222

Reference yield:

(Z)-3-(3-Benzyloxy-4-methoxy-phenyl)-1-(2,4-bis-benzyloxy-3,6-dimethoxy-phenyl)-propenone (204590-96-5) → 5,7-dihydroxy-3-(3-hydroxy-4-methoxy-phenyl)-8-methoxy-chromen-4-one (56419-18-2)

Guidance literature:

Multi-step reaction with 6 steps

1: thallium (III) nitrate * 3H₂O / methanol; CHCl₃ / 20 h / 30 °C

2: H₂ / 10percent Pd/C / methanol

3: 10percent aq. HCl / methanol / 2 h / Heating

4: 100 percent / pyridine

5: 91 percent / AlBr₃ / acetonitrile / 0.67 h / 20 °C

6: 98 percent / 16percent aq. HCl / methanol / 2 h / Heating

With pyridine; hydrogenchloride; aluminum tri-bromide; hydrogen; thallium(III) nitrate; palladium on activated charcoal; In methanol; chloroform; acetonitrile;

DOI:10.1248/cpb.46.222

upstream raw materials:

7-hydroxy-3-(3-hydroxy-4-methoxy-phenyl)-5,8-dimethoxy-chromen-4-one

Acetic acid 3-(3-acetoxy-4-methoxy-phenyl)-5-hydroxy-8-methoxy-4-oxo-4H-chromen-7-yl ester

1-(2,4-Bis-benzyloxy-3,6-dimethoxy-phenyl)-ethanone

1-(2,4-Dihydroxy-3,6-dimethoxy-phenyl)-2-(3-hydroxy-4-methoxy-phenyl)-3,3-dimethoxy-propan-1-one

Downstream raw materials:

3',5,7-Triacetyl-4',8-dimethoxy-isoflavon