2-Amino-3,3,3-trifluoro-2-methylpropanoic acid

Base Information

• Chemical Name: 2-Amino-3,3,3-trifluoro-2-methylpropanoic acid
• CAS No.: 102210-02-6
• Molecular Formula: C4H6 F3 N O2
• Molecular Weight: 157.092
• DSSTox Substance ID: DTXSID80907260
• Mol file: 102210-02-6.mol

Synonyms:3,3,3-trifluoro-2-aminoisobutyrate

Chemical Property of 2-Amino-3,3,3-trifluoro-2-methylpropanoic acid

Chemical Property:

• Boiling Point: 219.7±40.0 °C(Predicted)
• PKA: 0.75±0.10(Predicted)
• Density: 1.437±0.06 g/cm3(Predicted)
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 157.03506292
• Heavy Atom Count: 10
• Complexity: 155

Purity/Quality:

99.3% ^*data from raw suppliers

2-AMINO-3,3,3-TRIFLUORO-2-METHYLPROPANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Amino-3,3,3-trifluoro-2-methylpropanoic acid

There total 7 articles about 2-Amino-3,3,3-trifluoro-2-methylpropanoic 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: 53.0%

N-trifluoroacetyl-2-trifluoromethylalanine (102146-04-3) → (R)-(+)-3,3,3-trifluoro-2-amino-2-methylpropianoic acid (102210-02-6,55601-02-0)

Guidance literature:

With 1H-imidazole; hog kidney aminoacylase; In water; at 25 ℃; for 67h;

DOI:10.1016/S0040-4039(00)84229-X

Reference yield: 48.0%

(2R)-3,3,3-trifluoro-2-((1R)-2-hydroxy-1-phenyl-ethylamino)-2-methylpropionitrile (911411-54-6) → (R)-(+)-3,3,3-trifluoro-2-amino-2-methylpropianoic acid (102210-02-6,55601-02-0)

Guidance literature:

(2R)-3,3,3-trifluoro-2-((1R)-2-hydroxy-1-phenyl-ethylamino)-2-methylpropionitrile; With hydrogenchloride; water; for 16h; Reflux;

DOI:10.1002/ejoc.200900768

Reference yield:

3,3,3-trifluoro-2-amino-2-methylpropionamide (122008-12-2) → (R)-(+)-3,3,3-trifluoro-2-amino-2-methylpropianoic acid (102210-02-6,55601-02-0) + (S)-(-)-3,3,3-trifluoro-2-amino-2-methylpropianoic acid (102210-03-7,55601-02-0) + (S)-(-)-3,3,3-trifluoro-2-amino-2-methylpropionamide (223464-67-3)

Guidance literature:

With Klebsiella oxytoca amidase; In water; at 20 ℃;

DOI:10.1016/j.tet.2003.10.124

upstream raw materials:

N-trifluoroacetyl-2-trifluoromethylalanine

methylmagnesium chloride

(S)-N-(p-tolylsulfinylimino)triphenylphosphorane

3,3,3-trifluoro-2-amino-2-methylpropionamide

Downstream raw materials:

(R)-α-Tfm-Ala-L-Ala-OBn

(R)-α-Tfm-Ala-L-Leu-OBn

(R)-α-Tfm-Ala-L-Phe-OtBu

(R)-Cbz-Tfm-Ala-OH

Refernces

• 1、 Keller, John W.,Hamilton, B. JoNell. "ENZYMATIC RESOLUTION OF 2-TRIFLUOROMETHYLALANINE". . p. 1249 - 1250. Retrieved 1986.
• 2、 Shaw, Nicholas M.,Naughton, Andrew B.. "The substrate specificity of the heat-stable stereospecific amidase from Klebsiella oxytoca". . p. 747 - 752. Retrieved 2007/10/03.