6-Desmethoxyhormothamnione

Base Information

• Chemical Name: 6-Desmethoxyhormothamnione
• CAS No.: 111574-76-6
• Molecular Formula: C20H18 O7
• Molecular Weight: 370.35
• Metabolomics Workbench ID: 141836
• ChEMBL ID: CHEMBL519330
• Mol file: 111574-76-6.mol

Synonyms:6-desmethoxyhormothamnione;6-DMHT

Chemical Property of 6-Desmethoxyhormothamnione

Chemical Property:

• Vapor Pressure: 5.45E-18mmHg at 25°C
• Boiling Point: 659.3°Cat760mmHg
• Flash Point: 238.6°C
• PSA: 109.36000
• Density: 1.455g/cm³
• LogP: 3.40580
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 370.10525291
• Heavy Atom Count: 27
• Complexity: 604

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(OC2=C(C1=O)C(=CC(=C2OC)OC)O)C=CC3=CC(=CC(=C3)O)O
• Isomeric SMILES: CC1=C(OC2=C(C1=O)C(=CC(=C2OC)OC)O)/C=C/C3=CC(=CC(=C3)O)O

Technology Process of 6-Desmethoxyhormothamnione

There total 10 articles about 6-Desmethoxyhormothamnione 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: 55.0%

2-[(E)-2-(3,5-Bis-benzyloxy-phenyl)-vinyl]-5,7,8-trimethoxy-3-methyl-chromen-4-one (346600-58-6) → 7,8-dimethoxy-5,3',5'-trihydroxy-2-styrylchromone (111574-76-6) + 3-methyl-5,5'-dihydroxy-7,8-dimethoxy-3'-benzyloxystyrylchromone

Guidance literature:

With aluminium trichloride; sodium iodide; In acetonitrile; at 20 ℃; for 12h;

Reference yield:

3,5-dibenzyloxybenzaldehyde (14615-72-6) → 7,8-dimethoxy-5,3',5'-trihydroxy-2-styrylchromone (111574-76-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 85 percent / β-alanine; pyridine / 4 h / Heating

2: 80 percent / H₂SO₄ / 6 h / Heating

3: 56 percent / LAH / tetrahydrofuran

4: 75 percent / pyridinium chlorochromate / CH₂Cl₂ / 6 h / Heating

5: 70 percent / Ba(OH)2 / ethanol / 8 h / Heating

6: 68 percent / iodine / dimethylsulfoxide / 2 h / 120 °C

7: 55 percent / AlCl₃; NaI / acetonitrile / 12 h / 20 °C

With pyridine; barium dihydroxide; lithium aluminium tetrahydride; aluminium trichloride; sulfuric acid; iodine; pyridinium chlorochromate; sodium iodide; 3-amino propanoic acid; In tetrahydrofuran; ethanol; dichloromethane; dimethyl sulfoxide; acetonitrile;

Reference yield:

2-hydroxy-3,4,6-trimethoxypropiophenone (51379-76-1) → 7,8-dimethoxy-5,3',5'-trihydroxy-2-styrylchromone (111574-76-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 65 percent / pyridine / 3 h / 60 - 70 °C

2.1: KOH; pyridine / 60 - 65 °C

2.2: 0.63 g / p-toluenesulphonic acid / benzene / 4 h / Heating

3.1: 55 percent / AlCl₃; NaI / acetonitrile / 12 h / 20 °C

With pyridine; potassium hydroxide; aluminium trichloride; sodium iodide; In acetonitrile;

upstream raw materials:

2-[(E)-2-(3,5-Bis-benzyloxy-phenyl)-vinyl]-5,7,8-trimethoxy-3-methyl-chromen-4-one

3,5-dibenzyloxybenzaldehyde

2-hydroxy-3,4,6-trimethoxypropiophenone

3-(3,5-dibenzyloxyphenyl)-propanic acid