Robustaflavone

Base Information

• Chemical Name: Robustaflavone
• CAS No.: 49620-13-5
• Molecular Formula: C30H18O10
• Molecular Weight: 538.467
• ChEMBL ID: CHEMBL63677
• DSSTox Substance ID: DTXSID30197937
• Metabolomics Workbench ID: 22133
• Nikkaji Number: J10.022F
• Wikidata: Q27089374
• Mol file: 49620-13-5.mol

Synonyms:robustaflavone

Chemical Property of Robustaflavone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 926.8°Cat760mmHg
• Flash Point: 313.9°C
• PSA: 181.80000
• Density: 1.656g/cm³
• LogP: 5.13400
• XLogP3: 5
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 3
• Exact Mass: 538.08999677
• Heavy Atom Count: 40
• Complexity: 1050

Purity/Quality:

≥98% ^*data from raw suppliers

Robustaflavone ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4=C(C=CC(=C4)C5=CC(=O)C6=C(C=C(C=C6O5)O)O)O)O)O

Technology Process of Robustaflavone

There total 12 articles about Robustaflavone 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: 30.0%

robustaflavone hexamethyl ether (28442-04-8) → robustaflavone (49620-13-5)

Guidance literature:

With boron tribromide; In chloroform; Heating;

DOI:10.1021/jo981186b

Reference yield:

2-hydroxy-4,6-dimethoxyacetophenone (90-24-4) → robustaflavone (49620-13-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 81.4 percent / pyridine / 0.17 h / 100 °C

2: 69.1 percent / KOH / pyridine / 0.17 h / 100 °C

3: 70.8 percent / H₂SO₄ / acetic acid / 0.17 h / 100 °C

4: 85.4 percent / BBr₃ / CH₂Cl₂ / 5 h / Ambient temperature

5: 73.1 percent / I₂, TlOAc / CH₂Cl₂ / Ambient temperature

6: 71.3 percent / K₂CO₃ / Heating

7: 50 percent / Pd(PPh₃)4, NaOH / dimethylformamide; H₂O / 2 h / 80 °C

8: 30 percent / BBr₃ / CHCl₃ / Heating

With potassium hydroxide; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfuric acid; iodine; thallium(I) acetate; boron tribromide; potassium carbonate; In pyridine; dichloromethane; chloroform; water; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/jo981186b

Reference yield:

7,4'-dimethoxy-5-hydroxy-6-iodoflavone (50848-66-3) → robustaflavone (49620-13-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 71.3 percent / K₂CO₃ / Heating

2: 50 percent / Pd(PPh₃)4, NaOH / dimethylformamide; H₂O / 2 h / 80 °C

3: 30 percent / BBr₃ / CHCl₃ / Heating

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron tribromide; potassium carbonate; In chloroform; water; N,N-dimethyl-formamide;

DOI:10.1021/jo981186b

upstream raw materials:

amentoflavone

robustaflavone hexamethyl ether

2-hydroxy-4,6-dimethoxyacetophenone

7,4'-dimethoxy-5-hydroxy-6-iodoflavone