23635-30-5

Basic information

• Product Name: TFA-PHE-OME
• Synonyms: Trifluoroacetyzl L-phenylalanine methyl ester;Alanine, 3-phenyl-N-(trifluoroacetyl)-, methyl ester;Alanine, 3-phenyl-N-(trifluoroacetyl)-, methyl ester, L-;L-Phenylalanine, N-(trifluoroacetyl)-, methyl ester;Methyl 3-phenyl-2-[(trifluoroacetyl)amino]propanoate;N-ALPHA-TRIFLUOROACETYL-L-PHENYLALANINE METHYL ESTER;N-TRIFLUOROACETYL-L-PHENYLALANINE METHYL ESTER;N-TFA-L-PHENYLALANINE METHYL ESTER
• CAS NO: 23635-30-5
• Molecular Formula: C₁₂H₁₂F₃NO₃
• Molecular Weight: 275.22
• Product Categories: I - Z;Modified Amino Acids;Amino Acids
• Mol File: 23635-30-5.mol
• Article Data: 9

Chemical Properties

• Melting Point: 50-52 °C
• Boiling Point: 346.6°C at 760 mmHg
• Flash Point: 163.4°C
• Appearance: /
• Density: 1.283g/cm³
• Vapor Pressure: 5.71E-05mmHg at 25°C
• Refractive Index: 1.472
• Storage Temp.: 2-8°C
• PKA: 9.67±0.46(Predicted)
• CAS DataBase Reference: TFA-PHE-OME(CAS DataBase Reference)
• NIST Chemistry Reference: TFA-PHE-OME(23635-30-5)
• EPA Substance Registry System: TFA-PHE-OME(23635-30-5)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 23635-30-5(Hazardous Substances Data)

Usage

General Description

TFA-PHE-OME, also known as trifluoroacetyl-L-phenylalanyl O-methyl ester, is a synthetic chemical compound used in research and pharmaceutical development. It is a derivative of the amino acid phenylalanine and consists of a trifluoroacetyl group and a methyl ester group attached to the phenylalanine molecule. TFA-PHE-OME is used as a building block for peptide synthesis and as a model compound for studying the behavior and interactions of amino acids in biological systems. It is also used in the development of new drug molecules and in the study of peptide and protein structure and function. Overall, TFA-PHE-OME plays an important role in the advancement of chemical and pharmaceutical research.

InChI:InChI=1/C12H12F3NO3/c1-19-10(17)9(16-11(18)12(13,14)15)7-8-5-3-2-4-6-8/h2-6,9H,7H2,1H3,(H,16,18)

Upstream product

• 67-56-1 methanol 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 63-91-2 L-phenylalanine 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 407-25-0 trifluoroacetic anhydride 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 383-63-1 ethyl trifluoroacetate, 
• 16480-57-2 L-phenylalanine sodium salt 
• 55740-07-3 (4S)-4-benzyl-5-oxo-1,3-oxazolidine-3-carboxylic acid benzyl ester 
• 35909-92-3 N-carbobenzoxy-L-phenylalanine methyl ester 
• 350-09-4 N-trifluoroacetyl-L-phenylalanine 
• 16417-60-0 ethyl N-(trifluoroacetyl)-2-amino-3-phenylpropanoate 
• 2563-33-9 N-trifluoroacetyl-L-phenylalanine ethyl ester 
• 74-88-4 methyl iodide 

Downstream Products

• 934672-78-3 (S)-methyl-2-(2,2,2-trifluoroacetamido)-3-(2-iodophenyl)propanoate 
• 96760-73-5 (trifluoroacetyl)-p-nitro-L-phenylalanine methyl ester 
• 104504-45-2 p-Benzoyl-DL-Phenylalanine 
• 91824-56-5 2-(N,N'-Dicarboethoxy-hydrazo)-pentan 
• 170918-41-9 (S)-2-amino-3-phenyl-1,1-dimethylpropanol 
• 2563-33-9 N-trifluoroacetyl-L-phenylalanine ethyl ester 

Relevant articles and documents

Synthesis and study of 2-acetyl amino-3-[4-(2-amino-5-sulfo-phenylazo)- phenyl]-propionic acid: A new class of inhibitor for hen egg white lysozyme amyloidogenesis

The compounds capable of blocking the aggregation of amyloidogenic proteins may have therapeutic potentials. We report on the synthesis of 2-acetyl amino-3-[4-(2-amino-5-sulfo-phenylazo)-phenyl]-propionic acid as an HEWL (hen egg white lysozyme) amyloid inhibitor starting from phenylalanine. The compounds arrest the monomers and exhibit anti-aggregating activity. Moreover, the acetyl derivative 1 served as a better inhibitor than the trifluoroacetyl derivative 2 against in vitro amyloid fibrillogenesis of the HEWL model system.

Biotransformations in low-boiling hydrofluorocarbon solvents

Solvent solutions: Low-boiling hydrofluorocarbons (see examples) are excellent solvents for lipase-catalyzed reactions and ideal replacements for conventional organic solvents and supercritical fluids as media for nonaqueous biotransformations. Notably increased rates, yields, and enantioselectivities were observed with the model kinetic resolution of (±)-1-phenylethanol and the desymmetrization of weso-2-cyclopentene-1 ,4-diol.

Mild regeneration of the carboxylic group of amino acid alkyl esters by aqueous methanolic sodium hydrogen carbonate via 5-oxazolidinones

A simple racemization-free procedure allows the regeneration of the carboxylic acid group of amino acid alkyl esters by way of an intermediate 5-oxazolidinone which is hydrolyzed by treatment with sodium hydrogen carbonate in aqueous methanol.