Eupalestin

Base Information

• Chemical Name: Eupalestin
• CAS No.: 73340-44-0
• Molecular Formula: C21H20O9
• Molecular Weight: 416.384
• NSC Number: 321478
• DSSTox Substance ID: DTXSID50317877
• Nikkaji Number: J181.272F
• Wikidata: Q82072956
• Metabolomics Workbench ID: 24578
• Mol file: 73340-44-0.mol

Synonyms:5,6,7,8,3'-pentamethoxy-4',5'-methylenedioxyflavone;5,6,7,8,3'-PM-4',5'-MDF

Chemical Property of Eupalestin

Chemical Property:

• Vapor Pressure: 4.13E-15mmHg at 25°C
• Boiling Point: 616.1°C at 760 mmHg
• Flash Point: 269.1°C
• PSA: 94.82000
• Density: 1.341g/cm³
• LogP: 3.23170
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 6
• Exact Mass: 416.11073221
• Heavy Atom Count: 30
• Complexity: 652

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC2=C1OCO2)C3=CC(=O)C4=C(O3)C(=C(C(=C4OC)OC)OC)OC

Technology Process of Eupalestin

There total 5 articles about Eupalestin 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: 81.0%

(2E)-1-(2-hydroxy-3,4,5,6-tetramethoxyphenyl)-3-(7-methoxy-1,3-benzodioxol-5-yl)prop-2-en-1-one → 3,3′,5,6,7,8-hexamethoxy-4′,5′-methylenedioxyflavone (73340-44-0,67319-40-8)

Guidance literature:

With iodine; In dimethyl sulfoxide; at 100 ℃;

DOI:10.1007/s10593-022-03062-1

Reference yield:

7-methoxy-benzo[1,3]dioxole-5-carbonyl chloride (76015-47-9) → 3,3′,5,6,7,8-hexamethoxy-4′,5′-methylenedioxyflavone (73340-44-0,67319-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / K₂CO₃ / acetone / 2 h / Heating

2: 1.) KOH, Py; 2.) HOAc-NaOAc / 1.) 60 deg C, 30 min; 2.) reflux, 2 h

With pyridine; potassium hydroxide; sodium acetate; potassium carbonate; acetic acid; In acetone;

DOI:10.1016/0031-9422(80)87035-X

Reference yield:

2-hydroxy-3,4,5,6-tetramethoxyacetophenone (3162-28-5) → 3,3′,5,6,7,8-hexamethoxy-4′,5′-methylenedioxyflavone (73340-44-0,67319-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / K₂CO₃ / acetone / 2 h / Heating

2: 1.) KOH, Py; 2.) HOAc-NaOAc / 1.) 60 deg C, 30 min; 2.) reflux, 2 h

With pyridine; potassium hydroxide; sodium acetate; potassium carbonate; acetic acid; In acetone;

DOI:10.1016/0031-9422(80)87035-X

upstream raw materials:

7-methoxy-benzo[1,3]dioxole-5-carbonyl chloride

2-hydroxy-3,4,5,6-tetramethoxyacetophenone

3-methoxy-4,5-methylenedioxybenzaldehyde

Downstream raw materials:

5-methoxy-3,4-methylenedioxybenzoic acid

2-hydroxy-3,4,5,6-tetramethoxyacetophenone

methyl 7-methoxybenzo[d][1,3]dioxole-5-carboxylate

Refernces

• 1、 Seringolam, Werner Herz,Govindan, V.,Riess-Maurer, Ingrid,Kreil, B.,Wagner, Hildebert,et al.. "ISOLATION AND SYNTHESIS OF TWO NEW FLAVONES FROM CONOCLINIUM COELESTINUM". . p. 669 - 672. Retrieved 2007/10/02.