2728-61-2

Basic information

• Product Name: N-(trifluoroacetyl)phenylalanine
• CAS NO: 2728-61-2
• Molecular Formula: C₁₁H₁₀F₃NO₃
• Molecular Weight: 261.1972
• Mol File: 2728-61-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 396.7°C at 760 mmHg
• Flash Point: 193.7°C
• Density: 1.381g/cm³
• Vapor Pressure: 5.27E-07mmHg at 25°C
• Refractive Index: 1.496
• CAS DataBase Reference: N-(trifluoroacetyl)phenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(trifluoroacetyl)phenylalanine(2728-61-2)
• EPA Substance Registry System: N-(trifluoroacetyl)phenylalanine(2728-61-2)

Safety Data

• Hazardous Substances Data: 2728-61-2(Hazardous Substances Data)

Usage

General Description

N-(trifluoroacetyl)phenylalanine is a chemical compound consisting of a phenylalanine derivative with a trifluoroacetyl group attached to its nitrogen atom. It is commonly used as a building block in the synthesis of peptides and proteins, as well as in the production of pharmaceuticals and biochemicals. N-(trifluoroacetyl)phenylalanine is known for its ability to enhance the stability and bioavailability of peptide drugs due to the presence of the trifluoroacetyl group, which can protect the peptide backbone from degradation and improve its pharmacokinetic properties. N-(trifluoroacetyl)phenylalanine is also used in the study and development of peptide-based drugs, and its unique structural properties make it a valuable tool in medicinal chemistry and pharmaceutical research.

Upstream product

• 383-64-2 S-ethyl trifluoroacetate 
• 150-30-1 Phenylalanine 
• 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 
• 407-25-0 trifluoroacetic anhydride 

Downstream Products

• 16417-56-4 (+/-)-N-Trifluoractyl-phenylalanin-<2.4.6-trichlorphenylester> 
• 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 
• 7656-14-6 (R)-N-(trifluoroacetyl)phenylalanine 
• 63-91-2 L-phenylalanine 
• 1813-74-7 (+/-)-3-phenyl-2-(2,2,2-trifluoro-acetylamino)-thiopropionic acid phenyl ester 
• 5300-07-2 phenyliodoniumiodid 
• 854-35-3 Trifluoracetyl-DL-phenylalanin-glycinethylester 
• 585-96-6 N-trifluoroacetyl-DL-phenylalanyl chloride 

Relevant articles and documents

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.

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.

19 F nuclear magnetic resonance for the control of peptide synthesis.

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