Cirsiliol

Base Information

• Chemical Name: Cirsiliol
• CAS No.: 34334-69-5
• Molecular Formula: C17H14 O7
• Molecular Weight: 330.294
• Hs Code.: 2914509090
• European Community (EC) Number: 809-104-8
• UNII: 8W4Y5JK3XE
• DSSTox Substance ID: DTXSID60187907
• Nikkaji Number: J94.517J
• Wikidata: Q27106177
• Metabolomics Workbench ID: 24310
• ChEMBL ID: CHEMBL72637
• Mol file: 34334-69-5.mol

Synonyms:3',4',5-trihydroxy-6,7-dimethoxy-flavone;3',4',5-trihydroxy-6,7-dimethoxyflavone;cirsiliol

Chemical Property of Cirsiliol

Chemical Property:

• Melting Point: 280-281.5℃ (methanol )
• Boiling Point: 616.1°Cat760mmHg
• Flash Point: 230.8°C
• PSA: 109.36000
• Density: 1.483g/cm³
• LogP: 2.59400
• Storage Temp.: 2-8°C
• 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:

≥98% ^*data from raw suppliers

6,7-Dimethoxy-3'',4'',5-trihydroxyflavone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C2C(=C1)OC(=CC2=O)C3=CC(=C(C=C3)O)O)O)OC

Technology Process of Cirsiliol

There total 10 articles about Cirsiliol 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:

2-(3,4-bis-benzyloxy-phenyl)-5,6,7-trimethoxy-chromen-4-one (51145-78-9) → cirsiliol (34334-69-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / H₂ / 10percent Pd/C / methanol; ethyl acetate

2: pyridine / Heating

3: AlCl₃ / acetonitrile / 1.5 h / 60 °C

4: 6 M HCl / methanol / 4 h / Heating

With pyridine; hydrogenchloride; aluminium trichloride; hydrogen; palladium on activated charcoal; In methanol; ethyl acetate; acetonitrile;

DOI:10.1021/jm00161a021

Reference yield:

6-hydroxy-2,3,4-trimethoxyacetophenone (22248-14-2) → cirsiliol (34334-69-5)

Guidance literature:

Multi-step reaction with 7 steps

1: pyridine / 3 h / 120 °C

2: KOH, pyridine / 4 h / 60 °C

3: 88 percent / AcONa, AcOH / 3 h / 140 - 145 °C

4: 97 percent / H₂ / 10percent Pd/C / methanol; ethyl acetate

5: pyridine / Heating

6: AlCl₃ / acetonitrile / 1.5 h / 60 °C

7: 6 M HCl / methanol / 4 h / Heating

With pyridine; hydrogenchloride; potassium hydroxide; aluminium trichloride; hydrogen; sodium acetate; acetic acid; palladium on activated charcoal; In methanol; ethyl acetate; acetonitrile;

DOI:10.1021/jm00161a021

Reference yield:

3'4'-dibenzyloxy-2-hydroxy-4,5,6-trimethoxydibenzoyl methane (55274-37-8) → cirsiliol (34334-69-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / AcONa, AcOH / 3 h / 140 - 145 °C

2: 97 percent / H₂ / 10percent Pd/C / methanol; ethyl acetate

3: pyridine / Heating

4: AlCl₃ / acetonitrile / 1.5 h / 60 °C

5: 6 M HCl / methanol / 4 h / Heating

With pyridine; hydrogenchloride; aluminium trichloride; hydrogen; sodium acetate; acetic acid; palladium on activated charcoal; In methanol; ethyl acetate; acetonitrile;

DOI:10.1021/jm00161a021

upstream raw materials:

3',4'-diacetoxy-5-hydroxy-3,6,7-trimethoxyflavone

2-(3,4-bis-benzyloxy-phenyl)-5,6,7-trimethoxy-chromen-4-one

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

6-hydroxy-2,3,4-trimethoxyacetophenone

Downstream raw materials:

cirsilineol

Refernces