Methyl tropate

Base Information

• Chemical Name: Methyl tropate
• CAS No.: 3967-53-1
• Molecular Formula: C10H12 O3
• Molecular Weight: 180.203
• European Community (EC) Number: 861-179-6
• NSC Number: 43874
• DSSTox Substance ID: DTXSID20286127
• Nikkaji Number: J789.188A
• ChEMBL ID: CHEMBL3785478
• Mol file: 3967-53-1.mol

Synonyms:Methyl tropate;3967-53-1;methyl 3-hydroxy-2-phenylpropanoate;A-(HYDROXYMETHYL)BENZENACETIC ACID METHYL ESTER;methyl 3-hydroxy-2-phenylpropionate;NSC43874;Tropic acid methyl ester;Tropic acid, methyl ester;Methyl tropate, AldrichCPR;Benzeneacetic acid, a-(hydroxymethyl)-, methyl ester;SCHEMBL5812804;CHEMBL3785478;DTXSID20286127;methyl3-hydroxy-2-phenylpropanoate;MFCD09753766;NSC-43874;AKOS006328384;AS-75667;CS-0187753;H11994;EN300-25988426;Benzeneacetic acid, |A-(hydroxymethyl)-, methyl ester;Benzeneacetic acid, alpha-(hydroxymethyl)-, methyl ester;Benzeneacetic acid, .alpha.-(hydroxymethyl)-, methyl ester

Chemical Property of Methyl tropate

Chemical Property:

• Vapor Pressure: 0.000484mmHg at 25°C
• Boiling Point: 300.9°Cat760mmHg
• Flash Point: 128.4°C
• PSA: 46.53000
• Density: 1.147g/cm³
• LogP: 0.93550
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 180.078644241
• Heavy Atom Count: 13
• Complexity: 162

Purity/Quality:

98%,99%, ^*data from raw suppliers

METHYL-TROPATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CO)C1=CC=CC=C1

Technology Process of Methyl tropate

There total 16 articles about Methyl tropate 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: 96.0%

1-Hydroxymethyl-1H-benzotriazole (28539-02-8) + benzeneacetic acid methyl ester (101-41-7) → methyl tropate (3967-53-1)

Guidance literature:

benzeneacetic acid methyl ester; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

1-Hydroxymethyl-1H-benzotriazole; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1021/ol070145b

Reference yield: 82.0%

methanol (67-56-1) + Tropic acid (529-64-6,28845-94-5) → methyl tropate (3967-53-1)

Guidance literature:

With toluene-4-sulfonic acid; for 18h; Heating;

DOI:10.1039/p19960002895

Reference yield: 81.0%

2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dione (118-29-6) + benzeneacetic acid methyl ester (101-41-7) → methyl tropate (3967-53-1)

Guidance literature:

benzeneacetic acid methyl ester; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

2-(hydroxymethyl)-1H-isoindole-1,3(2H)-dione; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1021/ol070145b

upstream raw materials:

methyl 2-formyl-2-phenylacetate

Tropic acid

diazomethane

1,1-dimethoxy-2-phenylcyclopropane

Downstream raw materials:

tropic acid amide

Tropic acid

(+)-(R)-tropic acid

1,2,3-triphenylpropan-1-one

Refernces

• 1、 Cheng, Xionglve,Jiang, Gangzhong,Li, Xingxing,Tao, Suyan,Wan, Xiaobing,Zhao, Yanwei,Zheng, Yonggao. "Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite". supporting information. p. 2713 - 2718. Retrieved 2021/06/25.
• 2、 Liang, Ren-Xiao,Chen, Ru-Yi,Zhong, Chao,Zhu, Jia-Wen,Cao, Zhong-Yan,Jia, Yi-Xia. "3,3′-Disubstituted Oxindoles Formation via Copper-Catalyzed Arylboration and Arylsilylation of Alkenes". supporting information. p. 3215 - 3218. Retrieved 2020/04/10.