2-Amino-4,4,4-trifluoro-3-(trifluoromethyl)butanoic acid

Base Information

• Chemical Name: 2-Amino-4,4,4-trifluoro-3-(trifluoromethyl)butanoic acid
• CAS No.: 16063-80-2
• Molecular Formula: C5H5F6NO2
• Molecular Weight: 225.091
• Hs Code.: 2922499990
• European Community (EC) Number: 240-207-5
• NSC Number: 270745
• DSSTox Substance ID: DTXSID80936353
• Mol file: 16063-80-2.mol

Synonyms:4,4,4,4',4',4'-hexafluorovaline;hexafluorovaline

Chemical Property of 2-Amino-4,4,4-trifluoro-3-(trifluoromethyl)butanoic acid

Chemical Property:

• Appearance/Colour: White solid
• Melting Point: 204 °C (dec.)
• Refractive Index: 1.349
• Boiling Point: 165.9 °C at 760 mmHg
• PKA: 1.53±0.10(Predicted)
• Flash Point: 54.1 °C
• PSA: 63.32000
• Density: 1.575 g/cm³
• LogP: 1.83940
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 2
• Exact Mass: 225.02244737
• Heavy Atom Count: 14
• Complexity: 207

Purity/Quality:

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

Hexafluoro-DL-valine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Amino-4,4,4-trifluoro-3-(trifluoromethyl)butanoic acid

There total 9 articles about 2-Amino-4,4,4-trifluoro-3-(trifluoromethyl)butanoic acid 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: 91.0%

DL-Hfv-OEt (78185-92-9) → (RS)-hexafluorovaline (16063-80-2)

Guidance literature:

With hydrogenchloride; for 7h; Heating;

DOI:10.1246/bcsj.69.1383

Reference yield: 78.0%

DL-hexafluorovaline benzyl ester (107496-45-7) → (RS)-hexafluorovaline (16063-80-2)

Guidance literature:

With hydrogen; palladium; In methanol;

DOI:10.1021/jm00389a021

Reference yield:

benzyl 4,4,4-trifluoro-3-(trifluoromethyl)but-2-enoate (107496-44-6) → (RS)-hexafluorovaline (16063-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / NH₃ (liq.) / diethyl ether / a) -80 deg C, 45 min, b) RT, overnight

2: 78 percent / H₂ / Pd / methanol

With ammonia; hydrogen; palladium; In methanol; diethyl ether;

DOI:10.1021/jm00389a021

upstream raw materials:

2-Amino-2-hexafluorisopropyl-malonsaeure-diaethylester

DL-Hfv-OEt

DL-hexafluorovaline benzyl ester hydrochloride

DL-hexafluorovaline benzyl ester

Downstream raw materials:

2-benzamido-3-trifluoromethyl-4,4,4-trifluorobutanoic acid

DL-hexafluorovaline benzyl ester

N^α-(tert-butyloxycarbonyl)-DL-hexafluorovaline

d.l-3.3.3-Trifluor-2-trifluormethyl-1-phenylhydrazinocarbonyl-1-benzamino-propan

Refernces

• 1、 Hsieh -h.,Needleman,Marshall. "Long-acting angiotensin II inhibitors containing hexafluorovaline in position 8". . p. 1097 - 1100. Retrieved 2007/10/02.