(E)-3,3',4,5'-Tetramethoxystilbene

Base Information

• Chemical Name: (E)-3,3',4,5'-Tetramethoxystilbene
• CAS No.: 83088-26-0
• Molecular Formula: C18H20O4
• Molecular Weight: 300.354
• European Community (EC) Number: 922-798-8
• NSC Number: 622473
• DSSTox Substance ID: DTXSID101185371
• Nikkaji Number: J421.369F,J592.852D
• Pharos Ligand ID: BNHFY4Y8KUFN
• Metabolomics Workbench ID: 134265
• ChEMBL ID: CHEMBL44509
• Mol file: 83088-26-0.mol

Synonyms:3,3',4,5'-tetramethoxy-trans-stilbene;3,3',4,5'-tetramethoxystilbene;M5A cpd;(E)-3,4,3',5'-tetramethoxystilbene

Chemical Property of (E)-3,3',4,5'-Tetramethoxystilbene

Chemical Property:

• Melting Point: 67.0 to 71.0 °C
• Boiling Point: 447.6 °C at 760 mmHg
• Flash Point: 145.9 °C
• PSA: 36.92000
• Density: 1.117 g/cm³
• LogP: 3.89140
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 300.13615911
• Heavy Atom Count: 22
• Complexity: 332

Purity/Quality:

98% ^*data from raw suppliers

3,3',4,5'-Tetramethoxypiceatannol >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C=CC2=CC(=CC(=C2)OC)OC)OC
• Isomeric SMILES: COC1=C(C=C(C=C1)/C=C/C2=CC(=CC(=C2)OC)OC)OC

Technology Process of (E)-3,3',4,5'-Tetramethoxystilbene

There total 31 articles about (E)-3,3',4,5'-Tetramethoxystilbene 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: 99.0%

1-(3,4-dimethoxyphenyl)-2-(3',5'-dimethoxyphenyl)ethan-1-ol (185249-90-5) → (E)-tetramethylpiceatannol (83088-26-0)

Guidance literature:

In dimethyl sulfoxide; for 2h; Heating;

DOI:10.1021/jo9610624

Reference yield: 92.0%

3,4-dimethoxy-benzaldehyde (120-14-9) + (3,5-dimethoxy-benzyl)phosphonic acid dimethyl ester (397333-50-5) → (E)-tetramethylpiceatannol (83088-26-0)

Guidance literature:

3,4-dimethoxy-benzaldehyde; (3,5-dimethoxy-benzyl)phosphonic acid dimethyl ester; With potassium hydroxide; 18-crown-6 ether; In dichloromethane; at 20 ℃;

With iodine; In n-heptane; for 12h; Further stages.; Heating;

DOI:10.1021/jm010298j

Reference yield: 92.0%

NSC381864 (108957-73-9) + methyl iodide (74-88-4) → (E)-tetramethylpiceatannol (83088-26-0)

Guidance literature:

With potassium carbonate; In acetone; for 5h; Heating;

DOI:10.1016/j.bmcl.2006.08.088

upstream raw materials:

3,5-dimethoxybenzaldehdye

diethyl (3,4-dimethoxybenzyl)phosphonate

diphenyl 3,4-dimethoxybenzylphosphine oxide

(3,5-dimethoxyphenyl)acetic acid

Downstream raw materials:

trans-piceatannol

2,3,5,7-tetramethoxy-9,10-dihydrophenanthrene

(E)-2-hydroxy-3,5,3′,4′-tetramethoxystilbene

1-(4-acetamidophenyl)-2-(3,4,5-trimethoxyphenyl)ethane

Refernces

• 1、 Srivastava, Vivek. "Active Ruthenium (0) Nanoparticles Catalyzed Wittig-Type Olefination Reaction". . p. 693 - 703. Retrieved 2017/03/08.
• 2、 Csuk, Rene,Albert, Sabrina,Siewert, Bianka,Schwarz, Stefan. "Synthesis and biological evaluation of novel (E) stilbene-based antitumor agents". experimental part. p. 669 - 678. Retrieved 2012/09/07.