4-(Trifluoromethyl)-L-phenylglycine

Base Information

• Chemical Name: 4-(Trifluoromethyl)-L-phenylglycine
• CAS No.: 144789-75-3
• Molecular Formula: C9H8 F3 N O2
• Molecular Weight: 219.163
• Hs Code.: 2922499990
• European Community (EC) Number: 625-089-9
• Nikkaji Number: J2.462.692J
• Wikidata: Q76139583
• ChEMBL ID: CHEMBL4101691
• Mol file: 144789-75-3.mol

Synonyms:144789-75-3;4-(Trifluoromethyl)-L-phenylglycine;(2S)-2-amino-2-[4-(trifluoromethyl)phenyl]acetic acid;(S)-2-AMINO-2-(4-(TRIFLUOROMETHYL)PHENYL)ACETIC ACID;4-(Trifluoromethyl)phenylglycine;Benzeneacetic acid, a-amino-4-(trifluoromethyl)-, (aS)-;(2S)-2-ammonio-2-[4-(trifluoromethyl)phenyl]acetate;(S)-Amino-(4-trifluoromethyl-phenyl)-acetic acid;(S)-2-Amino-2-[4-(trifluoromethyl)phenyl]acetic acid;(S)-2-Amino-2-(4-trifluoromethylphenyl)acetic acid;MFCD00236329;rel-(2R)-2-amino-2-[4-(trifluoromethyl)phenyl]acetic acid;CHEMBL4101691;SCHEMBL11902072;AKOS015926591;HY-W141899;CS-0201692;N10837;4-(Trifluoromethyl)-L-phenylglycine, >=98.0%;A808278;EN300-39849321;J-008008;Z7199723807;(S)-2-AMINO-2-(4-(TRIFLUOROMETHYL)PHENYL)ACETICACID;(2S)-2-Amino-2-[4-(trifluoromethyl)phenyl]acetic acid (H-L-Phg(4-CF3)-OH)

Chemical Property of 4-(Trifluoromethyl)-L-phenylglycine

Chemical Property:

• Vapor Pressure: 0.000614mmHg at 25°C
• Boiling Point: 297.2 °C at 760 mmHg
• Flash Point: 133.6 °C
• PSA: 63.32000
• Density: 1.415 g/cm³
• LogP: 2.49010
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 219.05071298
• Heavy Atom Count: 15
• Complexity: 234

Purity/Quality:

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

(S)-2-Amino-2-(4-trifluoromethylphenyl)aceticacid 97% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C(=O)O)N)C(F)(F)F
• Isomeric SMILES: C1=CC(=CC=C1[C@@H](C(=O)O)N)C(F)(F)F

Technology Process of 4-(Trifluoromethyl)-L-phenylglycine

There total 13 articles about 4-(Trifluoromethyl)-L-phenylglycine 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%

4-(trifluoromethyl)phenylglyoxylic acid (79478-02-7) → 2-amino-2-[4-(trifluoromethyl)phenyl]acetic acid (144789-73-1,144789-75-3,142012-65-5)

Guidance literature:

With 4-methoxy-N-(1-(naphthalen-2-yl)ethylidene)aniline; ammonium formate; In methanol; at 80 ℃; for 12h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201303541

Reference yield: 90.0%

→ 2-amino-2-[4-(trifluoromethyl)phenyl]acetic acid (144789-73-1,144789-75-3,142012-65-5)

Guidance literature:

With ammonium formate; In methanol; at 80 ℃; for 0.166667h; Inert atmosphere;

With formic acid; C₂₉H₃₂ClIrNO; triethylamine; In methanol; at 80 ℃;

Reference yield:

(3S,5R,6S)-5,6-Diphenyl-3-(4-trifluoromethyl-phenyl)-morpholin-2-one (144744-45-6) → (S)-2-amino-2-(4-(trifluoromethyl)phenyl)acetic acid (144789-75-3) + (R)-<(p-Trifluoromethyl)phenyl>glycine (144789-73-1)

Guidance literature:

With hydrogen; palladium dichloride; In tetrahydrofuran; ethanol; for 0.5h; under 760 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00051a044

upstream raw materials:

4-(trifluoromethyl)phenylglyoxylic acid

(3S,5R,6S)-5,6-Diphenyl-3-(4-trifluoromethyl-phenyl)-morpholin-2-one

(3R,5S,6R)-2,3,5,6-Tetrahydro-3--5,6-diphenyl-1,4-oxazin-2-one

2-Methyl-5-oxo-4-(4-trifluoromethyl-phenyl)-4,5-dihydro-oxazole-4-carboxylic acid ethyl ester

Downstream raw materials:

methyl 2-amino-2-[4-(trifluoromethyl)phenyl]acetate hydrochloride

ethyl {2-oxo-3-[4-(trifluoromethyl)phenyl]-1,4-diazaspiro[4.4]non-3-en-1-yl}acetate

{2-oxo-3-[4-(trifluoromethyl)phenyl]-1,4-diazaspiro[4.4]non-3-en-1-yl}acetic acid

2-amino-2-(4-(trifluoromethyl)phenyl)acetamide

Refernces

• 1、 Das, Braja Gopal,Nallagonda, Rajender,Dey, Dhananjay,Ghorai, Prasanta. "Synthesis of Air- and Moisture-Stable, Storable Chiral Oxorhenium Complexes and Their Application as Catalysts for the Enantioselective Imine Reduction". . p. 12601 - 12605. Retrieved 2015/09/01.
• 2、 -. "CATALYST COMPOUNDS". Paragraph 00163; 00173. . Retrieved 2013/11/05.