1-(4-Methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethene

Base Information

• Chemical Name: 1-(4-Methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethene
• CAS No.: 134029-49-5
• Molecular Formula: C18H20 O4
• Molecular Weight: 300.354
• NSC Number: 638499
• Nikkaji Number: J421.343B
• Pharos Ligand ID: CM1FGV2VTHPP
• ChEMBL ID: CHEMBL47426
• Mol file: 134029-49-5.mol

Synonyms:1-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethene;1-MTPE

Chemical Property of 1-(4-Methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethene

Chemical Property:

• Vapor Pressure: 1.16E-07mmHg at 25°C
• Boiling Point: 444°Cat760mmHg
• Flash Point: 144.1°C
• PSA: 36.92000
• Density: 1.117g/cm³
• LogP: 3.89140
• 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: 322

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(4-Methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethene

There total 23 articles about 1-(4-Methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)ethene 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: 94.0%

1-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)acetylene (208347-68-6) → 3,4,5,4'-tetramethoxy-cis-stilbene (134029-49-5)

Guidance literature:

With palladium diacetate; N,N-dimethyl-formamide; potassium hydroxide; at 145 ℃; for 6h; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1021/jo100247a

Reference yield: 90.0%

5-iodo-1,2,3-trimethoxybenzene (25245-29-8) + (Z)-2-(4-methoxystyryl)-2,3-dihydro-1H-naphtho[1,8-de][1,3,2]diazaborinine → 3,4,5,4'-tetramethoxy-cis-stilbene (134029-49-5)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium tert-butylate; triphenylphosphine; In tetrahydrofuran; toluene; at 70 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.9b06910

Reference yield: 89.0%

3,4,5-trimethoxy-α-[(4-methoxyphenyl)methylene]-(E)-benzeneacetic acid (141172-33-0) → 3,4,5,4'-tetramethoxy-cis-stilbene (134029-49-5)

Guidance literature:

With copper; In quinoline; at 220 ℃; for 3h;

DOI:10.1021/jm049096o

upstream raw materials:

triphenyl-(3,4,5-trimethoxybenzyl)phosphonium bromide

4-methoxy-benzaldehyde

3,4,5-trimethoxy-α-[(4-methoxyphenyl)methylene]-(E)-benzeneacetic acid

((4-methoxyphenyl)methyl)triphenylphosphonium bromide

Downstream raw materials:

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

4-methoxybenzonitrile

1-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-1,2-ethanedione dioxime

1-(4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)-1,2-ethanedione

Refernces

• 1、 Zhang, Hao,Xu, Qing,Yu, Lei,Yu, Shouyun. "Photocatalytic Isomerization of Styrenyl Halides: Stereodivergent Synthesis of Functionalized Alkenes". supporting information. p. 1472 - 1477. Retrieved 2019/11/03.
• 2、 Yamamoto, Kensuke,Mohara, Yusei,Mutoh, Yuichiro,Saito, Shinichi. "Ruthenium-Catalyzed (Z)-Selective Hydroboration of Terminal Alkynes with Naphthalene-1,8-diaminatoborane". . p. 17042 - 17047. Retrieved 2019/10/11.