| Identification | More | [Name]
4-(Trifluoromethyl)-L-phenylalanine | [CAS]
114926-38-4 | [Synonyms]
4-(TRIFLUOROMETHYL)-L-PHENYLALANINE
H-L-PHE(4-TRIFLUOROMETHYL)-OH
H-PHE(4-CF 3)-OH
L-3-[4-(TRIFLUOROMETHYL)PHENYL]ALANINE
L-4-TRIFLUOROMETHYLPHE
L-4-TRIFLUOROMETHYLPHENYLALANINE
RARECHEM BK PT 0139
(S)-2-AMINO-3-(4-TRIFLUOROMETHYL-PHENYL)-PROPIONIC ACID
(2S)-2-amino-3-[4-(trifluoromethyl)phenyl]propanoic acid
3-(4-Trifluoromethylphenyl)-L-alanine
L-4-Trifluoromethyl-phe-OH | [Molecular Formula]
C10H10F3NO2 | [MDL Number]
MFCD00044946 | [Molecular Weight]
233.19 | [MOL File]
114926-38-4.mol |
| Chemical Properties | Back Directory | [Boiling point ]
311.5±42.0 °C(Predicted) | [density ]
1.364±0.06 g/cm3(Predicted) | [storage temp. ]
Store at-15°C | [form ]
solid | [pka]
2.15±0.10(Predicted) | [color ]
White to yellow | [Optical Rotation]
-16.23°(C=0.01g/ml MEOH) | [Water Solubility ]
Slightly soluble in water. | [InChI]
InChI=1S/C10H10F3NO2/c11-10(12,13)7-3-1-6(2-4-7)5-8(14)9(15)16/h1-4,8H,5,14H2,(H,15,16)/t8-/m0/s1 | [InChIKey]
CRFFPDBJLGAGQL-QMMMGPOBSA-N | [SMILES]
C(O)(=O)[C@H](CC1=CC=C(C(F)(F)F)C=C1)N | [CAS DataBase Reference]
114926-38-4(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Uses]
4-fluoro-l-phenylalanine (fF), or 4-trifluoromethyl-l-phenylalanine were introduced inside the chain of peptides to enhances their antimicrobial activity.. | [Synthesis]
Step 2: Diethyl 2-acetamido-2-(4-(trifluoromethyl)benzyl)malonate (LXII, theoretical amount 0.125 mol) was dissolved in acetone (400 mL) and 2 M aqueous NaOH solution (400 mL) was added. The reaction mixture was refluxed overnight and subsequently concentrated under reduced pressure to remove the solvent. The residue was dissolved in water and washed with hexane (3 x 400 mL). The aqueous phase was adjusted to pH=1 with acid and the precipitate was collected by filtration to afford 2-acetamido-3-(4-(trifluoromethyl)phenyl)propionic acid (LXIII) as a white solid (25.8 g, 93.7 mmol, 75% overall yield in two steps). | [References]
[1] Patent: WO2012/109164, 2012, A1. Location in patent: Page/Page column 53-54 |
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