5-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2,3-triol

Base Information

• Chemical Name: 5-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2,3-triol
• CAS No.: 35154-48-4
• Molecular Formula: C14H12O5
• Molecular Weight: 260.246
• DSSTox Substance ID: DTXSID601191206
• Nikkaji Number: J1.185.956I,J1.608.692D
• Wikidata: Q76414628
• Metabolomics Workbench ID: 127586
• ChEMBL ID: CHEMBL2260735
• Mol file: 35154-48-4.mol

Synonyms:3,5,3',4',5'-pentahydroxy-stilbene;3,5,3',4',5'-pentahydroxy-trans-stilbene;RSVL-2

Chemical Property of 5-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2,3-triol

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 260.06847348
• Heavy Atom Count: 19
• Complexity: 297

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C=C(C=C1O)O)C=CC2=CC(=C(C(=C2)O)O)O
• Isomeric SMILES: C1=C(C=C(C=C1O)O)/C=C/C2=CC(=C(C(=C2)O)O)O

Technology Process of 5-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2,3-triol

There total 6 articles about 5-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,2,3-triol 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: 75.0%

→ 3,3',4',5,5'-pentahydroxystilbene (35154-48-4)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 1h;

Reference yield: 57.0%

trans-1-(3,5-dimethoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethene (89946-15-6) → 3,3',4',5,5'-pentahydroxystilbene (35154-48-4)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1016/j.bmc.2004.08.008

Reference yield:

C21H22O7 → 3,3',4',5,5'-pentahydroxystilbene (35154-48-4)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 2.5h; Inert atmosphere; Cooling with ice;

DOI:10.1016/j.bmcl.2017.05.025

upstream raw materials:

trans-1-(3,5-dimethoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethene

3,5-dimethoxybenzaldehdye

[(3,4,5-trimethoxyphenyl)methyl]phosphoric acid diethyl ester

3,4,5-trimethoxy styrene

Downstream raw materials:

trans-1-(3,5-dimethoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethene