Ethyl 3-amino-4,4,4-trifluorobutanoate

Base Information

• Chemical Name: Ethyl 3-amino-4,4,4-trifluorobutanoate
• CAS No.: 170804-18-9
• Molecular Formula: C6H10F3NO2
• Molecular Weight: 185.14
• Hs Code.: 2922499990
• European Community (EC) Number: 671-491-2
• DSSTox Substance ID: DTXSID30378981
• Mol file: 170804-18-9.mol

Synonyms:170804-18-9;Ethyl 3-amino-4,4,4-trifluorobutyrate;ethyl 3-amino-4,4,4-trifluorobutanoate;MFCD01075754;ethyl(R)-3-amino-4,4,4-trifluorobutanoate;Ethyl-3-amino-4,4,4-trifluorobutyrate;ETHYL3-AMINO-4,4,4-TRIFLUOROBUTYRATE;SCHEMBL5183401;DTXSID30378981;KGUOZZWGWBBRRF-UHFFFAOYSA-N;AKOS006228969;ethyl3-amino-4,4,4-trifluorobutanoate;AS-37608;CS-0375681;FT-0614959;EN300-262016;3-Amino-4,4,4-trifluoro-butyric acid ethyl ester;A811243;Ethyl 3-amino-4,4,4-trifluorobutanoate, AldrichCPR

Chemical Property of Ethyl 3-amino-4,4,4-trifluorobutanoate

Chemical Property:

• Vapor Pressure: 0.671mmHg at 25°C
• Melting Point: 100-102 °C
• Refractive Index: 1.3831
• Boiling Point: 186.2 °C at 760 mmHg
• PKA: 4.72±0.50(Predicted)
• Flash Point: 66.4 °C
• PSA: 52.32000
• Density: 1.222 g/cm³
• LogP: 1.52950
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 185.06636305
• Heavy Atom Count: 12
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

Ethyl3-Amino-4,4,4-trifluorobutanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-43
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(C(F)(F)F)N

Technology Process of Ethyl 3-amino-4,4,4-trifluorobutanoate

There total 3 articles about Ethyl 3-amino-4,4,4-trifluorobutanoate 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: 100.0%

3-benzylamino-4,4,4-trifluorobut-2-enoic acid ethyl ester (170804-10-1) → Ethyl 4,4,4-trifluoro-3-amino-2-butyrate (170804-18-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 100 ℃; for 3h; under 11251.1 Torr;

DOI:10.1016/j.jfluchem.2007.03.007

Reference yield:

ethyl 4,4,4-trifluoro-2-butynate (79424-03-6) → Ethyl 4,4,4-trifluoro-3-amino-2-butyrate (170804-18-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / ethanol / 1 h / 80 °C

2: 71 percent / H₂ / 10percent Pd/C / methanol / 24 h / Ambient temperature

With hydrogen; palladium on activated charcoal; In methanol; ethanol;

DOI:10.1016/0022-1139(95)03233-4

Reference yield:

ethyl 4,4,4-trifluoroacetoacetate (372-31-6) → Ethyl 4,4,4-trifluoro-3-amino-2-butyrate (170804-18-9)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / ethanol / 12 h / 25 °C

2: hydrogen; palladium 10% on activated carbon / ethanol / 12 h / 15 - 50 °C

With palladium 10% on activated carbon; hydrogen; acetic acid; In ethanol;

upstream raw materials:

3-benzylamino-4,4,4-trifluorobut-2-enoic acid ethyl ester

ethyl 4,4,4-trifluoro-2-butynate

ethyl 4,4,4-trifluoroacetoacetate

Downstream raw materials:

3-amino-4,4,4-trifluorobutan-1-ol

ethyl 4,4,4-trifluoro-3-(3-(trifluoromethyl)phenylsulfonamido)butanoate

Refernces

• 1、 Michaut, Valérie,Metz, Fran?ois,Paris, Jean-Marc,Plaquevent, Jean-Christophe. "Ethyl-4,4,4-trifluoroacetoacetate (ETFAA), a powerful building block for enantiopure chirons in trifluoromethyl-β-amino acid series". . p. 889 - 895. Retrieved 2008/03/14.