METHYL 2-DIAZO-3,3,3-TRIFLUORO-PROPIONATE

Base Information

• Chemical Name: METHYL 2-DIAZO-3,3,3-TRIFLUORO-PROPIONATE
• CAS No.: 173558-71-9
• Molecular Formula: C4H3F3N2O2
• Molecular Weight: 168.07400
• Mol file: 173558-71-9.mol

Synonyms:Methyl 2-Diazo-3,3,3-trifluoro-propionate;Propanoic acid,2-diazo-3,3,3-trifluoro-,methyl ester;

Chemical Property of METHYL 2-DIAZO-3,3,3-TRIFLUORO-PROPIONATE

Chemical Property:

• PSA: 63.69000
• LogP: 0.47356

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of METHYL 2-DIAZO-3,3,3-TRIFLUORO-PROPIONATE

There total 2 articles about METHYL 2-DIAZO-3,3,3-TRIFLUORO-PROPIONATE 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: 46.0%

methyl 3,3,3-trifluoropyruvate (13089-11-7) → 2-diazo-3,3,3-trifluoropropionic acid methyl ester (173558-71-9)

Guidance literature:

methyl 3,3,3-trifluoropyruvate; With toluene-4-sulfonic acid hydrazide; In dichloromethane; for 18h; Inert atmosphere;

With pyridine; trichlorophosphate; In dichloromethane;

DOI:10.1021/acs.jmedchem.8b01106

Reference yield: 20.1%

methyl 3,3,3-trifluoropropionate (18830-44-9) → 2-diazo-3,3,3-trifluoropropionic acid methyl ester (173558-71-9)

Guidance literature:

With pyridine; toluene-4-sulfonic acid hydrazide; trichlorophosphate; In dichloromethane; at 20 ℃; for 16.3333h; Reflux;

DOI:10.1039/c2ob26295a

Reference yield: 93.0%

2-phenyl-indole (948-65-2) + 2-diazo-3,3,3-trifluoropropionic acid methyl ester (173558-71-9) → methyl 3,3,3-trifluoro-2-(2-phenyl-1H-indol-3-yl)propanoate (252729-34-3)

Guidance literature:

With bis(1,1,1-trifluoroacetylacetonato)copper(II); In toluene; at 90 - 95 ℃; for 0.25 - 0.5h;

DOI:10.1002/ejoc.201301734

upstream raw materials:

methyl 3,3,3-trifluoropropionate

methyl 3,3,3-trifluoropyruvate

Downstream raw materials:

2-(2-bromophenyl)-3-trifluoromethyl-1,4-oxathiinane-3-carboxylic acid methyl ester

2-(2-bromophenyl)-3-trifluoromethyl-1,4-oxathiinane-3-carboxylic acid methyl ester

methyl 3,3,3-trifluoro-2-(3-methyl-1H-indol-2-yl)propanoate

methyl 3,3,3-trifluoro-2-[2-(2-nitrophenyl)-1H-indol-3-yl]propanoate

Refernces

• 1、 Swenson, Andrew K.,Higgins, Kate E.,Brewer, Matthew G.,Brennessel, William W.,Coleman, Michael G.. "Highly selective synthesis of tetra-substituted furans and cyclopropenes: Copper(i)-catalyzed formal cycloadditions of internal aryl alkynes and diazoacetates". supporting information. p. 7483 - 7486. Retrieved 2012/10/30.