2728-61-2

Usage

Uses

Used in Pharmaceutical and Biochemical Production:
N-(trifluoroacetyl)phenylalanine is utilized as a building block in the synthesis of peptides and proteins, contributing to the development of pharmaceuticals and biochemicals. Its presence in these compounds aids in the protection from degradation and enhancement of pharmacokinetic properties, which is crucial for drug efficacy and safety.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, N-(trifluoroacetyl)phenylalanine serves as a valuable tool for the study and development of peptide-based drugs. Its unique structural attributes make it instrumental in exploring new drug candidates and optimizing existing ones for better therapeutic outcomes.
Used in Peptide Drug Stability Enhancement:
N-(trifluoroacetyl)phenylalanine is employed as a stabilizing agent for peptide drugs, where its trifluoroacetyl group shields the peptide backbone from degradation, thus improving the drug's stability and bioavailability, which are essential for effective drug delivery and action.
Used in Drug Design and Development:
N-(trifluoroacetyl)phenylalanine is used in the design and development of new pharmaceuticals, particularly in the creation of peptide-based therapeutics. Its incorporation into drug molecules can lead to enhanced pharmacokinetic profiles, making it a key component in the advancement of drug discovery and innovation.

Upstream product

• 383-64-2 S-ethyl trifluoroacetate 
• 150-30-1 Phenylalanine 
• 407-25-0 trifluoroacetic anhydride 
• 354-32-5 trifluoracetyl chloride 
• 383-63-1 ethyl trifluoroacetate, 
• 848860-95-7 S-dodecyl trifluorothioacetate 
• 758-42-9 1,1,1-trichloro-3,3,3-trifluoro-propan-2-one 
• 431-47-0 trifluoroacetic acid-methyl ester 

Downstream Products

• 854-35-3 Trifluoracetyl-DL-phenylalanin-glycinethylester 
• 5300-07-2 phenyliodoniumiodid 
• 1813-74-7 (+/-)-3-phenyl-2-(2,2,2-trifluoro-acetylamino)-thiopropionic acid phenyl ester 
• 1196068-59-3 N-[1-(1,4-dioxo-1,4-dihydronaphthalen-2-yl)-2-phenylethyl]-2,2,2-trifluoroacetamide 
• 1417603-52-1 N,N'-[1,1'-(1,4-dioxo-1,4-dihydronaphthalene-2,3-diyl)bis(2-phenylethane-1,1-diyl)]bis(2,2,2-trifluoroacetamide) 
• 350-09-4 N-trifluoroacetyl-L-phenylalanine 
• 16417-56-4 (+/-)-N-Trifluoractyl-phenylalanin-<2.4.6-trichlorphenylester> 
• 7656-14-6 (R)-N-(trifluoroacetyl)phenylalanine 
• 63-91-2 L-phenylalanine 
• 585-96-6 N-trifluoroacetyl-DL-phenylalanyl chloride 

Relevant academic research and scientific papers

Direct C-H alkylation of naphthoquinones with amino acids through a revisited Kochi-Anderson radical decarboxylation: Trends in reactivity and applications

In our ongoing research program into the discovery of new anticancer drugs, we were interested in the preparation of naphthoquinone scaffolds bearing aminoalkyl side-chains. Following this aim, we revisited the Kochi-Anderson radical decarboxylation of amino acids in order to set up a versatile route to the direct functionalization of naphthoquinones. The best reaction conditions were applied to a selected series of compounds in a systematic methodological study which allowed us to establish important trends in reactivity. We found that α-substituted β-amino acids were the most suitable substrates for the radical addition. In contrast, α-amino acids gave modest results. The influence of the amine protecting groups on the reaction outcome has also been studied. This practical procedure allows the introduction of various unsymmetrical moieties, including orthogonally protected linear aminoalkyl chains or chiral dipeptidic chains, and opens the door to a wide scope of easily accessible chemical diversity.

A new synthesis of benzo [f]|isoindole-4,9-diones by radical alkylation and bromomethylation of 1,4-naphthoquinones

Two synthetic routes towards substituted benzo[f]isoindole-4,9-diones have been developed. One strategy relies on the synthesis of N-trifluoroacetyl- protected 2-(l-aminoalkyl)-1,4-naphthoquinones starting from 1,4-naphthoquinone and N-trifluoroacetyl-a-a

Trifluoroacetylation of amino acids under aqueous conditions using a readily prepared non-odoriferous reagent

The synthesis of S-dodecyltrifluorothioacetate and its application to trifluoroacetylation of amino acids under aqueous conditions are described. This reagent afforded good isolated yields (71-92%) of the N-trifluoroacetyl derivatives via an operationally simple and odor free procedure.

Effect of N-trifluoroacetyl derivatives of amino acids and amino acid analogs on microbial antitumor screen

Eighteen trifluoroacetyl derivatives of amino acids and of amino acid analogs were prepared and tested for growth-inhibitory activity. Of the compounds tested, the trifluoroacetyl derivatives of o-, m-, and p-fluorophenylalanine and β-3-thienylalanine showed modest activity; trifluoroacetyl derivatives of phenylalanine and of β-2-thienylalanine showed marginal activity. The activity exhibited by the active trifluoroacetyl compounds was equal to that noted for most active chloroacetyl derivatives reported previously, as judged by comparison of their activity with that of chloroacetyl-m-fluorophenylalanine. No reversal of inhibition was noted when a representative of these inhibitors was challenged with a corresponding natural metabolite, both as free amino acid and as a noninhibitory acylated compound.