3081-24-1

Basic information

• Product Name: ethyl 3-phenyl-L-alaninate
• Synonyms: ethyl 3-phenyl-L-alaninate;3-Phenyl-L-alanine ethyl ester;L-Phenylalanine ethyl;L-Phe-OEt;Phenylalanine ethyl ester;Einecs 221-378-5;ETHYL (2S)-2-AMINO-3-PHENYLPROPANOATE
• CAS NO: 3081-24-1
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.2423
• EINECS: 221-378-5
• Mol File: 3081-24-1.mol
• Article Data: 54

Chemical Properties

• Melting Point: 136°C
• Boiling Point: 329.46°C (rough estimate)
• Flash Point: 140.3°C
• Appearance: /
• Density: 1.0650
• Refractive Index: 1.5041 (estimate)
• PKA: 7.29±0.33(Predicted)
• CAS DataBase Reference: ethyl 3-phenyl-L-alaninate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-phenyl-L-alaninate(3081-24-1)
• EPA Substance Registry System: ethyl 3-phenyl-L-alaninate(3081-24-1)

Safety Data

• Hazardous Substances Data: 3081-24-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H15NO2/c1-2-14-11(13)10(12)8-9-6-4-3-5-7-9/h3-7,10H,2,8,12H2,1H3/t10-/m0/s1

Upstream product

• 64-17-5 ethanol 
• 14825-82-2 L-phenylalanine-N-carboxyanhydride 
• 513-49-5 (S)-2-aminobutane 
• 13250-12-9 (R)-sec-butylamine 
• 37498-95-6 D-Phe NCA 
• 69555-18-6 ethyl 2-((diphenylmethylene)amino)-3-phenylpropanoate 
• 100-39-0 benzyl bromide 
• 6630-33-7 ortho-bromobenzaldehyde 
• 100-52-7 benzaldehyde 
• 3129-98-4 (R)-benzylidene-(1-phenylethyl)amine 
• 59239-89-3 (R)-N-(2-bromobenzylidene)-1-methylbenzylamine 
• 1380113-97-2 C₁₉H₂₀BrNO₂ 
• 1245747-87-8 (2R,3S)-ethyl 1-benzhydryl-3-(2-bromophenyl)aziridine-2-carboxylate 
• 1795-96-6 phenylalanine ethyl ester 

Downstream Products

• 3005-89-8 ethyl N-benzyloxycarbonyl-L-leucyl-L-phenylalaninate 
• 5241-56-5 benzyl [(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]carbamate 
• 124157-50-2 N-[(S)-2-benzyloxycarbonylamino-4-(toluene-4-sulfonylamino)-butyryl]-L-phenylalanine ethyl ester 
• 70779-93-0 N,N'-carbonyl-bis-(d(+)-phenylalanine ethyl ester) 
• 4522-04-7 ethyl N-{[(1,1-dimethylethyl)oxy]carbonyl}-L-phenylalaninate 
• 170798-04-6 (S)-2-(3-Chloro-propionylamino)-3-phenyl-propionic acid ethyl ester 
• 192325-29-4 (S)-2-[(S)-3-(Benzyloxycarbonyl-hydroxymethyl-amino)-2,5-dioxo-pyrrolidin-1-yl]-3-phenyl-propionic acid ethyl ester 
• 192325-28-3 (S)-4-[((S)-1-Ethoxycarbonyl-2-phenyl-ethylcarbamoyl)-methyl]-5-oxo-oxazolidine-3-carboxylic acid benzyl ester 
• 192325-30-7 (2S,4R)-4-Benzyl-4-[((S)-1-ethoxycarbonyl-2-phenyl-ethylcarbamoyl)-methyl]-5-oxo-2-phenyl-oxazolidine-3-carboxylic acid benzyl ester 
• 588701-83-1 (S)-2-(3-Methyl-2-oxo-butyrylamino)-3-phenyl-propionic acid ethyl ester 
• 64896-35-1 (R)-2-(N-benzoylamino)-3-phenylpropanoic acid ethyl ester 
• 171815-91-1 N,N-dibenzyl phenylalanin ethyl ester 

Relevant articles and documents

EDTA bis-(ethyl phenylalaninate): A novel transition metal-ion chelating hydroxyl radical scavenger with a potential anti-inflammatory role

Conjugation of ethylenediaminetetraacetic acid (EDTA) to ethyl phenylalaninate generates a novel radical scavenging metal-ion chelator EDTA bis-(ethyl phenylalaninate) (EBEP). The oxidation products o-, m- and p-tyrosine were isolated from hydrolysed, aqueous and aerated solutions containing EBEP, Fe(II) and H2O2. Data obtained demonstrate the potential of EBEP to act as a radical scavenging, iron-ion chelating antioxidant under physiologically relevant conditions.

Rh(iii)-Catalyzed diastereoselective transfer hydrogenation: An efficient entry to key intermediates of HIV protease inhibitors

A highly efficient diastereoselective transfer hydrogenation of α-aminoalkyl α′-chloromethyl ketones catalyzed by a tethered rhodium complex was developed and successfully utilized in the synthesis of the key intermediates of HIV protease inhibitors. With the current Rh(iii) catalyst system, a series of chiral 3-amino-1-chloro-2-hydroxy-4-phenylbutanes were produced in excellent yields and diastereoselectivities (up to 99% yield, up to 99?:?1 dr). Both diastereomers of the desired products could be efficiently accessed by using the two enantiomers of the Rh(iii) catalyst.

Reductive Alkylation of Amines with Carboxylic Ortho Esters

We have demonstrated for the first time that carboxylic ortho esters could be used as an alkylating agent in the reductive alkylation of amines. A variety of amines, including amino acid esters, were alkylated affording mono-alkylated products with high selectivity in practical to high yields using standard heterogeneous catalysts. By applying acyclic ortho esters alkylation was completed at room temperature. (Figure presented.).