(s)-Trifluoromethylalanine

Base Information

• Chemical Name: (s)-Trifluoromethylalanine
• CAS No.: 102210-03-7
• Molecular Formula: C4H6 F3 N O2
• Molecular Weight: 157.092
• DSSTox Substance ID: DTXSID401296159
• Nikkaji Number: J354.010C
• Mol file: 102210-03-7.mol

Synonyms:alpha-Tfm-Ala;alpha-trifluoromethyl-beta(2)-alanine;alpha-trifluoromethylalanine;trifluoromethylalanine

Chemical Property of (s)-Trifluoromethylalanine

Chemical Property:

• Boiling Point: 219.7±40.0 °C(Predicted)
• PKA: 0.75±0.10(Predicted)
• PSA: 63.32000
• Density: 1.437±0.06 g/cm3(Predicted)
• LogP: 1.05100
• 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%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)O)(C(F)(F)F)N
• Isomeric SMILES: C[C@](C(=O)O)(C(F)(F)F)N

Technology Process of (s)-Trifluoromethylalanine

There total 5 articles about (s)-Trifluoromethylalanine 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: 73.0%

(S)-1,1,1-trifluoro-2-(N-(R)-tert-butanesulfinyl)-amino-2-cyano-propane → (S)-(-)-3,3,3-trifluoro-2-amino-2-methylpropianoic acid (102210-03-7,55601-02-0)

Guidance literature:

With hydrogenchloride; In water; for 12h; Heating;

DOI:10.1021/ol0601186

Reference yield:

(S)-α-trifluoromethylalanine ethyl ester (216855-84-4) → (S)-(-)-3,3,3-trifluoro-2-amino-2-methylpropianoic acid (102210-03-7,55601-02-0)

Guidance literature:

With potassium hydroxide; In methanol; water; Yield given;

DOI:10.1016/S0040-4039(98)01698-0

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

(S)-α-trifluoromethylalanine ethyl ester

methylmagnesium chloride

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