4-Prenylresveratrol

Base Information

• Chemical Name: 4-Prenylresveratrol
• CAS No.: 61517-87-1
• Molecular Formula: C19H20O3
• Molecular Weight: 296.366
• ChEMBL ID: CHEMBL2230263
• DSSTox Substance ID: DTXSID50415185
• Metabolomics Workbench ID: 27955
• Nikkaji Number: J2.944.282G,J2.684.633A
• Wikidata: Q27105529

Synonyms:4-Prenylresveratrol;ARACHIDIN-2;Arachidin 2;CHEBI:1927;61517-87-1;5-[(E)-2-(4-hydroxyphenyl)ethenyl]-2-(3-methylbut-2-enyl)benzene-1,3-diol;SCHEMBL4742876;CHEMBL2230263;DTXSID50415185;BDBM50507782;HY-N12144;LMPK13090014;(e)-3,5,4'-trihydroxy-4-prenylstilbene;CS-0892192;Q27105529

Chemical Property of 4-Prenylresveratrol

Chemical Property:

• Vapor Pressure: 1.04E-10mmHg at 25°C
• Boiling Point: 502.3°Cat760mmHg
• Flash Point: 235.2°C
• Density: 1.216g/cm³
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 296.14124450
• Heavy Atom Count: 22
• Complexity: 378

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C(C=C(C=C1O)C=CC2=CC=C(C=C2)O)O)C
• Isomeric SMILES: CC(=CCC1=C(C=C(C=C1O)/C=C/C2=CC=C(C=C2)O)O)C

Technology Process of 4-Prenylresveratrol

There total 9 articles about 4-Prenylresveratrol 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: 100.0%

4-prenyl-3,5,4′-tris(methoxymethoxy)-(E)-stilbene (1542214-54-9) → 5-[(1E)-2-(4-hydroxyphenyl)ethenyl]-2-(3-methyl-2-butenyl)-1,3-benzenediol (61517-87-1)

Guidance literature:

With toluene-4-sulfonic acid; for 24h; Inert atmosphere;

DOI:10.1021/np4009046

Reference yield: 75.0%

(E)-3,5-dihydroxy-2-(3-methylbut-2-enyl)-40-triisopropylsilyloxystilbene (1269416-00-3) → 5-[(1E)-2-(4-hydroxyphenyl)ethenyl]-2-(3-methyl-2-butenyl)-1,3-benzenediol (61517-87-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/np100696f

Reference yield: 20.0%

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol (501-36-0) + prenyl bromide (870-63-3) → 4'-(dimethylallyl)resveratrol + (E)-3-(3-methyl-2-butenyloxy)-4',5-dihydroxystilbene + 3-(3-Methyl-but-2-enyloxy)-5-{(E)-2-[4-(3-methyl-but-2-enyloxy)-phenyl]-vinyl}-phenol + 5-[(1E)-2-(4-hydroxyphenyl)ethenyl]-2-(3-methyl-2-butenyl)-1,3-benzenediol (61517-87-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 6h;

DOI:10.1021/np0303153

upstream raw materials:

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

prenyl bromide

diethyl (4-((triisopropylsilyl)oxy)benzyl)phosphonate

(E)-3,5-bis-methoxymethoxy-4'-triisopropylsilyloxystilbene

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