962-39-0

Basic information

• Product Name: benzyl 3-phenyl-L-alaninate
• Synonyms: benzyl 3-phenyl-L-alaninate;phenylalanine O-benzyl ester;(S)-2-Amino-3-phenylpropionic acid benzyl ester;L-Phenylalanine benzyl;L-Phenylalanine benzyl ester;Phenylalanine benzyl;1738-78-9 (4-Toulenesulfonate);Einecs 213-511-0
• CAS NO: 962-39-0
• Molecular Formula: C₁₆H₁₇NO₂
• Molecular Weight: 255.31168
• EINECS: 213-511-0
• Mol File: 962-39-0.mol
• Article Data: 42

Chemical Properties

• Boiling Point: 382.8°Cat760mmHg
• Flash Point: 220.3°C
• Appearance: /
• Density: 1.142g/cm³
• Vapor Pressure: 4.62E-06mmHg at 25°C
• Refractive Index: 1.584
• PKA: 7.03±0.33(Predicted)
• CAS DataBase Reference: benzyl 3-phenyl-L-alaninate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 3-phenyl-L-alaninate(962-39-0)
• EPA Substance Registry System: benzyl 3-phenyl-L-alaninate(962-39-0)

Safety Data

• Hazardous Substances Data: 962-39-0(Hazardous Substances Data)

Usage

General Description

Benzyl 3-phenyl-L-alaninate is a chemical compound with the molecular formula C16H17NO2. It belongs to the classification of aromatic amino acids and peptides. This chemical features key functional groups of a benzyl, a phenyl and an amino acid ester. Typically, this compound is used as an intermediate in the development and synthesis of more complex chemical compounds, including medicines or other pharmaceutical products. Its properties may vary according to conditions such as temperature and pH. It should be handled with care as with any chemicals, under controlled and safety conditions.

InChI:InChI=1/C16H17NO2/c17-15(11-13-7-3-1-4-8-13)16(18)19-12-14-9-5-2-6-10-14/h1-10,15H,11-12,17H2/t15-/m0/s1

Upstream product

• 150-30-1 Phenylalanine 
• 100-51-6 benzyl alcohol 
• 64-19-7 acetic acid 
• 47004-38-6 D-phenylalanine benzyl ester 
• 2978-10-1 O-benzyl-N,N'-diisopropylisourea 
• 302-72-7 rac-Ala-OH 
• 4530-18-1 2-(tert-butoxycarbonylamino)-3-phenylpropionic acid 
• 100-44-7 benzyl chloride 
• 28170-07-2 benzyl phenyl carbonate 
• 6125-24-2 2-Phenylnitroethane 
• 100-52-7 benzaldehyde 
• 501-53-1 benzyl chloroformate 
• 16367-71-8 t-butyl (RS)-phenylalaninate 
• 63-91-2 L-phenylalanine 

Downstream Products

• 133075-92-0 N<carbonyl>phenylalanine benzyl ester 
• 146335-67-3 C₂₄H₂₁N₃O₃ 
• 126191-07-9 2-diazo-3-phenylpropanoic acid benzyl ester 
• 63-91-2 L-phenylalanine 
• 47004-38-6 D-phenylalanine benzyl ester 
• 17350-84-4 (R)-2-amino-2-methyl-3-phenylpropanoic acid 
• 23239-35-2 (S)-2-amino-2-methyl-3-phenylpropanoic acid 
• 55456-42-3 benzyl 2-amino-2-methyl-3-phenylpropanoate 
• 146335-77-5 3-amino-7-benzyl-1,2,4,6-tetrabicyclo<3.3.0>octan-8-one 
• 146335-86-6 2-(5-Amino-2-methyl-2H-[1,2,4]triazol-3-ylamino)-3-phenyl-propionic acid benzyl ester 
• 146335-88-8 2-(5-Amino-1-methyl-1H-[1,2,4]triazol-3-ylamino)-3-phenyl-propionic acid benzyl ester 
• 131746-55-9 benzyl 2-bromo-2-fluoro-3-phenylpropionate 
• 673-06-3 D-(R)-phenylalanine 

Relevant articles and documents

Transition Metal-Free N-Arylation of Amino Acid Esters with Diaryliodonium Salts

A transition metal-free approach for the N-arylation of amino acid derivatives has been developed. Key to this method is the use of unsymmetric diaryliodonium salts with anisyl ligands, which proved important to obtain high chemoselectivity and yields. The scope includes the transfer of both electron deficient, electron rich and sterically hindered aryl groups with a variety of different functional groups. Furthermore, a cyclic diaryliodonium salt was successfully employed in the arylation. The N-arylated products were obtained with retained enantiomeric excess.

A novel route towards cycle-tail peptides using oxime resin: Teaching an old dog a new trick

Two anabaenopeptins, Schizopeptin 791 and anabaenopeptin NZ825, have similar structural features and have been synthesized via a novel acid-catalyzed head-to-side-chain concomitant cyclization/cleavage reaction on oxime resin. The methodology gave rapid access to the anabaenopeptin scaffold by taking advantage of a combined solid-phase/solution-phase synthetic strategy. Also, as side-products of the synthesis, large C2-symmetric 38-member cyclic peptides ring bearing two endocyclic lysine side-chains were isolated, constituting a novel cyclic peptide scaffold.

Synthesis of Tripeptide Derivatives with Three Stereogenic Centers and Chiral Recognition Probed by Tetraaza Macrocyclic Chiral Solvating Agents Derived from d -Phenylalanine and (1 S,2 S)-(+)-1,2-Diaminocyclohexane via 1H NMR Spectroscopy

Enantiomers of a series of tripeptide derivatives with three stereogenic centers (±)-G1-G9 have been prepared from d- and l-α-amino acids as guests for chiral recognition by 1H NMR spectroscopy. In the meantime, a family of tetraaza macrocyclic chiral solvating agents (TAMCSAs) 1a-1d has been synthesized from d-phenylalanine and (1S,2S)-(+)-1,2-diaminocyclohexane. Discrimination of enantiomers of (±)-G1-G9 was carried out in the presence of TAMCSAs 1a-1d by 1H NMR spectroscopy. The results indicate that enantiomers of (±)-G1-G9 can be effectively discriminated in the presence of TAMCSAs 1a-1d by 1H NMR signals of multiple protons exhibiting nonequivalent chemical shifts (ΔΔδ) up to 0.616 ppm. Furthermore, enantiomers of (±)-G1-G9 were easily assigned by comparing 1H NMR signals of the split corresponding protons with those attributed to a single enantiomer. Different optical purities (ee up to 90%) of G1 were clearly observed and calculated in the presence of TAMCSAs 1a-1d, respectively. Intermolecular hydrogen bonding interactions were demonstrated through theoretical calculations of enantiomers of (±)-G1 with TAMCSA 1a by means of the hybrid functional theory with the standard basis sets of 3-21G of the Gaussian 03 program.