5-PROPENYL-1,2,3-TRIMETHOXY

Base Information

• Chemical Name: 5-PROPENYL-1,2,3-TRIMETHOXY
• CAS No.: 5273-85-8
• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.257
• NSC Number: 16705
• UNII: 9260LA114I
• DSSTox Substance ID: DTXSID801017541
• Nikkaji Number: J946.654A,J8.828E
• Wikipedia: Isoelemicin
• Wikidata: Q27149878
• Metabolomics Workbench ID: 44092
• ChEMBL ID: CHEMBL121548
• Mol file: 5273-85-8.mol

Synonyms:1-[(E)-1-Propenyl]-3,4,5-trimethoxybenzene;1,2,3-Trimethoxy-5-[(E)-1-propenyl]benzene;(E)-isoelemicin,1,2,3-trimethoxy-5-(1E)-1-propenyl-benzene,isoelemicin;

Chemical Property of 5-PROPENYL-1,2,3-TRIMETHOXY

Chemical Property:

• Vapor Pressure: 0.0014mmHg at 25°C
• Refractive Index: 1.526
• Boiling Point: 306.5 °C at 760 mmHg
• Flash Point: 102.2 °C
• PSA: 27.69000
• Density: 1.028 g/cm³
• LogP: 2.74550
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 208.109944368
• Heavy Atom Count: 15
• Complexity: 189

Purity/Quality:

98%Min ^*data from raw suppliers

Isoelemicin 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC1=CC(=C(C(=C1)OC)OC)OC
• Isomeric SMILES: C/C=C/C1=CC(=C(C(=C1)OC)OC)OC

Technology Process of 5-PROPENYL-1,2,3-TRIMETHOXY

There total 21 articles about 5-PROPENYL-1,2,3-TRIMETHOXY 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: 98.0%

5-iodo-1,2,3-trimethoxybenzene (25245-29-8) + (E)-phenyl(prop-1-en-1-yl)silane → isoelemicin (487-12-7,5273-84-7,5273-85-8)

Guidance literature:

(E)-phenyl(prop-1-en-1-yl)silane; With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.05h; Glovebox; Inert atmosphere; Schlenk technique;

5-iodo-1,2,3-trimethoxybenzene; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; for 10h; Glovebox; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.0c09083

Reference yield: 97.0%

elemicin (487-11-6) → isoelemicin (487-12-7,5273-84-7,5273-85-8)

Guidance literature:

With nickel(II) iodide; 6,6'-dimethyl-2,2'-bipyridine; phosphonic acid diethyl ester; zinc; In N,N-dimethyl acetamide; at 35 ℃; for 24h;

Reference yield: 88.0%

(E)-2,6,-dimethoxy-4-(prop-1-en-1-yl)phenol (20675-95-0) + dimethyl sulfate (77-78-1) → isoelemicin (487-12-7,5273-84-7,5273-85-8)

Guidance literature:

(E)-2,6,-dimethoxy-4-(prop-1-en-1-yl)phenol; With potassium carbonate; In acetonitrile; at 0 ℃; for 0.0833333h;

dimethyl sulfate; In acetonitrile; at 20 ℃; for 8h;

DOI:10.1016/j.tetlet.2016.06.070

upstream raw materials:

ethyltriphenylphosphonium bromide

3,4,5-trimethoxy-benzaldehyde

1-(3,4,5-trimethoxyphenyl)-1-propanol

elemicin

Downstream raw materials:

(S)-1-(3,4,5-trimethoxyphenyl)-2-propanol

1-(3,4,5-trimethoxyphenyl)propan-2-ol

1-(3',4',5'-trimethoxyphenyl)propane

trans-3-methyl-2-(3,4,5-trimethoxyphenyl)-2,3-dihydrobenzofuran

Refernces

• 1、 Zhang, Jian,Mu, Keman,Yang, Peng,Feng, Xinqian,Zhang, Di,Fan, Xiangyu,Wang, Qiantao,Mao, Shengjun. "Synthesis, antiepileptic effects, and structure-activity relationships of α-asarone derivatives: In vitro and in vivo neuroprotective effect of selected derivatives". . . Retrieved 2021/08/03.
• 2、 -. "Method for synthesizing E-methyl styrene compound". Page/Page column 6. . Retrieved 2020/03/25.