Methyl 3,4,5-trimethoxycinnamate

Base Information

• Chemical Name: Methyl 3,4,5-trimethoxycinnamate
• CAS No.: 20329-96-8
• Molecular Formula: C13H16O5
• Molecular Weight: 252.267
• Hs Code.: 2916399090
• European Community (EC) Number: 672-252-5
• NSC Number: 648088
• DSSTox Substance ID: DTXSID001289631
• Nikkaji Number: J417.067I,J103.536C
• Wikidata: Q27159282
• Metabolomics Workbench ID: 48241
• ChEMBL ID: CHEMBL1991500
• Mol file: 20329-96-8.mol

Synonyms:Methyl 3,4,5-trimethoxycinnamate;20329-96-8;7560-49-8;Methyl 3-(3,4,5-trimethoxyphenyl)acrylate;methyl (2E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoate;methyl (E)-3-(3,4,5-trimethoxyphenyl)prop-2-enoate;2-Propenoic acid, 3-(3,4,5-trimethoxyphenyl)-, methyl ester, (2E)-;CHEBI:86898;3,4,5-Trimethoxybenzeneacrylic acid methyl ester;Cinnamic acid, 3,4,5-trimethoxy-, methyl ester;Methyl 3,4,5-trimethyoxycinnamate;methyl-3,4,5-trimethoxy cinnamate;NSC648088;Methyl trans-3,4,5-trimethoxycinnamate;2-Propenoic acid, 3-(3,4,5-trimethoxyphenyl)-, methyl ester;Methyl trans-3-(3,4,5-trimethoxyphenyl)acrylate;bmse010223;Methyl 3-(3,4,5-trimethoxyphenyl)-2-propenoate;NSC 648088;SCHEMBL2433925;CHEMBL1991500;DTXSID001289631;methyl (3,4,5-trimethoxy)cinnamate;MFCD03614740;AKOS003307574;CCG-214455;Methyl (E)-3,4,5-trimethoxycinnamate;MS-8964;NSC-648088;3,4,5-trimethoxycinnamic acid methyl ester;PK04_181140;(E)-Methyl3-(3,4,5-trimethoxyphenyl)acrylate;H10856;Methyl ester of 3,4,5-Trimethoxycinnamic acid;(E)-Methyl 3-(3,4,5-trimethoxyphenyl)acrylate;EN300-1588614;3,4,5-Trimethoxy-trans-cinnamic acid methyl ester;A865655;(E)-methyl 3-(3,4,5-trimethoxyphenyl)prop-2-enoate;Q27159282;Methyl (2E)-3-(3,4,5-trimethoxyphenyl)-2-propenoate #;2-Propenoic acid,3-(3,4,5-trimethoxyphenyl)-,methyl ester,(2E)-;2-Propenoic acid, 3-(3,4,5-trimethoxyphenyl)-, methyl ester, trans

Chemical Property of Methyl 3,4,5-trimethoxycinnamate

Chemical Property:

• Vapor Pressure: 1.09E-05mmHg at 25°C
• Melting Point: 91-92 °C
• Refractive Index: 1.528
• Boiling Point: 370.6 °C at 760 mmHg
• Flash Point: 163.5 °C
• Density: 1.134 g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 252.09977361
• Heavy Atom Count: 18
• Complexity: 275

Purity/Quality:

98%, ^*data from raw suppliers

Methyl3,4,5-Trimethoxycinnamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)C=CC(=O)OC
• Isomeric SMILES: COC1=CC(=CC(=C1OC)OC)/C=C/C(=O)OC

Technology Process of Methyl 3,4,5-trimethoxycinnamate

There total 33 articles about Methyl 3,4,5-trimethoxycinnamate 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: 97.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (E)-3,4,5-trimethoxy-cinnamic acid (20329-98-0,20329-99-1,90-50-6) → methyl 3,4,5-trimethoxycinnamate (20329-96-8)

Guidance literature:

In diethyl ether;

Reference yield: 95.0%

methanol (67-56-1) + (E)-3,4,5-trimethoxy-cinnamic acid (20329-98-0,20329-99-1,90-50-6) → methyl 3,4,5-trimethoxycinnamate (20329-96-8)

Guidance literature:

With sulfuric acid; for 12h; Heating;

DOI:10.1021/je00054a042

Reference yield: 95.0%

3,4,5-trimethoxybenzenediazonium tetrafluoroborate + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 3,4,5-trimethoxycinnamate (20329-96-8)

Guidance literature:

With calcium carbonate; Lindlar's catalyst; In methanol;

DOI:10.1016/S0040-4039(99)00921-1

upstream raw materials:

diazomethane

(Z)3,4,5-trimethoxycinnamic acid

bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate

3,4,5-trimethoxy-benzaldehyde

Downstream raw materials:

dihydro-5-(3,4,5-trimethoxyphenyl)-3,4-di(carboxymethyl)-2(3H)-furanone

(1S,2R,3R,10bR)-8,9-Dimethoxy-2-(3,4,5-trimethoxy-phenyl)-1,2,3,5,6,10b-hexahydro-pyrrolo[2,1-a]isoquinoline-1,3-dicarboxylic acid dimethyl ester

(E)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-ol

methyl 3-(3,4,5-trimethoxyphenyl)propionate

Refernces

• 1、 Kung,Huang. "-". . p. 1836. Retrieved 1949.
• 2、 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.
• 3、 Li, Xiaojing,Ding, Jie,Li, Ning,Liu, Wenxia,Ding,Zheng, Huijuan,Ning, Yanyan,Wang, Hongmin,Liu, Renmin,Ren, Shaoda. "Synthesis and biological evaluation of celastrol derivatives as anti-ovarian cancer stem cell agents". . p. 667 - 679. Retrieved 2019/07/05.