ETHYL 2-DIAZO-3,3,3-TRIFLUORO-PROPIONATE

Base Information

• Chemical Name: ETHYL 2-DIAZO-3,3,3-TRIFLUORO-PROPIONATE
• CAS No.: 59733-95-8
• Molecular Formula: C₅H₅F₃N₂O₂
• Molecular Weight: 182.102
• Mol file: 59733-95-8.mol

Synonyms:ETHYL 2-DIAZO-3,3,3-TRIFLUORO-PROPIONATE

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

Chemical Property:

• Boiling Point: 60-62°C/100mm
• PSA: 63.69000
• LogP: 0.86366

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl2-diazo-3,3,3-trifluoro-propionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 6 articles about ETHYL 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: 90.0%

ethyl-3,3,3-trifluoropyruvate (13081-18-0) → ethyl 3,3,3-trifluoromethyl-2-diazopropionate (59733-95-8,906512-35-4)

Guidance literature:

ethyl-3,3,3-trifluoropyruvate; With pyridine; toluene-4-sulfonic acid hydrazide; trichlorophosphate; In dichloromethane; at 20 ℃; for 18h; Inert atmosphere; Sealed tube;

With pyridine; trichlorophosphate; In dichloromethane; at 60 ℃; for 0.5h; Inert atmosphere;

With triethylamine; In dichloromethane; at 60 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jacs.1c10750

Reference yield: 77.0%

(E)-ethyl 3,3,3-trifluoro-2-(2-tosylhydrazono)propanoate (1334313-60-8) → ethyl 3,3,3-trifluoromethyl-2-diazopropionate (59733-95-8,906512-35-4)

Guidance literature:

With triethylamine; In dichloromethane; at 80 ℃; under 12929 Torr;

DOI:10.1002/chem.201101590

Reference yield:

ethyl 3,3,3-trifluoropropanoate (352-23-8) → ethyl 3,3,3-trifluoromethyl-2-diazopropionate (59733-95-8,906512-35-4)

Guidance literature:

With 4-acetamidobenzenesulfonyl azide; In acetonitrile; at 0 - 20 ℃; Inert atmosphere; Schlenk technique; Alkaline conditions;

DOI:10.1021/acs.orglett.7b00631

upstream raw materials:

ethyl-3,3,3-trifluoropyruvate

C₁₂H₁₅F₃N₂O₅S

(E)-ethyl 3,3,3-trifluoro-2-(2-tosylhydrazono)propanoate

ethyl 3,3,3-trifluoropropanoate

Downstream raw materials:

ethyl 2-(phenylthio)-2-(trifluoromethyl)-4-pentenoate

ethyl 3-methyl-2-(phenylthio)-2-(trifluoromethyl)-4-pentenoate

ethyl 6-phenyl-2-(trifluoromethyl)-4-oxohex-5-enoate

5-Ethoxy-2-phenyl-4-trifluoromethyloxazole

Refernces

• 1、 Long, Zhen,Wang, Zhigang,Zhou, Danni,Wan, Danyang,You, Jingsong. "Rh(III)-Catalyzed Regio- and Chemoselective [4 + 1]-Annulation of Azoxy Compounds with Diazoesters for the Synthesis of 2H-Indazoles: Roles of the Azoxy Oxygen Atom". supporting information. p. 2777 - 2780. Retrieved 2017/06/07.
• 2、 -. "CETP INHIBITORS". Page/Page column 48. . Retrieved 2008/06/13.