Thunberginol F

Base Information

• Chemical Name: Thunberginol F
• CAS No.: 147666-82-8
• Molecular Formula: C15H10 O5
• Molecular Weight: 270.241
• UNII: 2PA68RH5E6
• DSSTox Substance ID: DTXSID501029763
• Nikkaji Number: J507.259J,J3.167.581B
• Wikipedia: Thunberginol_F
• Wikidata: Q7798884
• Metabolomics Workbench ID: 143450
• ChEMBL ID: CHEMBL69084
• Mol file: 147666-82-8.mol

Synonyms:thunberginol F

Chemical Property of Thunberginol F

Chemical Property:

• Vapor Pressure: 1.4E-12mmHg at 25°C
• Boiling Point: 547.1°Cat760mmHg
• Flash Point: 213.7°C
• PSA: 86.99000
• Density: 1.597g/cm³
• LogP: 2.47190
• XLogP3: 3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 270.05282342
• Heavy Atom Count: 20
• Complexity: 419

Purity/Quality:

≥98% （HPLC） ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)O)C(=O)OC2=CC3=CC(=C(C=C3)O)O
• Isomeric SMILES: C1=CC\2=C(C(=C1)O)C(=O)O/C2=C\C3=CC(=C(C=C3)O)O

Technology Process of Thunberginol F

There total 11 articles about Thunberginol F 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%

(3Z)-7-methoxy-3-[(3,4-dimethoxyphenyl)methylene]-1(3H)-isobenzofuranone (147666-87-3) → Thunberginol F (147666-82-8)

Guidance literature:

With boron tribromide; In dichloromethane; 1,2-dichloro-ethane; for 1h; Heating;

DOI:10.1248/cpb.44.1890

Reference yield:

8,3',4'-trimethylstilbene-2-carboxylic acid (155005-24-6) → Thunberginol F (147666-82-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 36 percent / aq. Na₂CO₃, I₂, aq. KI / 10 h

2: 85 percent / BBr₃ / CH₂Cl₂ / 1.) -78 deg C, 10 min, 2.) room temperature, 5 h

With iodine; boron tribromide; sodium carbonate; potassium iodide; In dichloromethane;

Reference yield:

2-[(E)-2-(3,4-Dimethoxy-phenyl)-vinyl]-6-methoxy-benzoic acid methyl ester (183619-72-9) → Thunberginol F (147666-82-8)

Guidance literature:

Multi-step reaction with 4 steps

1: KOH / ethanol

2: 70 percent / CuCl₂ / Heating

3: p-toluenesulfonic acid / benzene

4: BBr₃ / CH₂Cl₂

With potassium hydroxide; boron tribromide; toluene-4-sulfonic acid; copper dichloride; In ethanol; dichloromethane; benzene;

DOI:10.1248/cpb.42.721

upstream raw materials:

(3Z)-7-methoxy-3-[(3,4-dimethoxyphenyl)methylene]-1(3H)-isobenzofuranone

3-hydroxy-7-methoxy-3H-isobenzofuran-1-one

8,3',4'-trimethylstilbene-2-carboxylic acid

2-[(E)-2-(3,4-Dimethoxy-phenyl)-vinyl]-6-methoxy-benzoic acid methyl ester

Downstream raw materials:

(3Z)-7-methoxy-3-[(3,4-dimethoxyphenyl)methylene]-1(3H)-isobenzofuranone