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

• 16367-71-8 t-butyl (RS)-phenylalaninate 
• 150-30-1 Phenylalanine 
• 63-91-2 L-phenylalanine 
• 100-51-6 benzyl alcohol 
• 1161-13-3 N-Cbz-L-Phe 
• 64-19-7 acetic acid 
• 90600-59-2 (S)-3-Phenyl-2-{[1-phenyl-meth-(E)-ylidene]-amino}-propionic acid 
• 100-39-0 benzyl bromide 
• 1033736-80-9 C₃₃H₂₇NO₇S 
• 67850-39-9 N-p-Toluolsulfonyl-L-phenylalanin-benzylester 
• 2978-10-1 O-benzyl-N,N'-diisopropylisourea 
• 2462-32-0 L-phenylalanine benzyl ester hydrochloride 
• 2016-04-8 N,N-dimethylformamide dibenzyl acetal 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 

Downstream Products

• 254974-59-9 (S)-benzyl 2-(2-tert-butoxy-2-oxoethylamino)-3-phenylpropanoate 
• 161086-59-5 bis(Nα-amido-L-phenylalanine benzyl ester) oxalate 
• 75759-87-4 Boc-Ile-Phe-OBzl 
• 104669-70-7 N^α-carboallyloxyphenylalanine benzyl ester 
• 47004-38-6 D-phenylalanine benzyl ester 
• 190007-82-0 (S)-2-[(S)-2-Benzylamino-2-((4S,5S)-5-benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetylamino]-3-phenyl-propionic acid benzyl ester 

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.

Probe compounds for fluorescence recognition of amino acid enantiomers and synthesis and applications thereof

The invention provides probe compounds for fluorescence recognition of amino acid enantiomers. Probe compounds (a, b, c) are prepared by following steps: dissolving dimethyl squarate into anhydrous methanol, dropwise adding methanol solutions of phenylalanine ethyl ester, phenylalanine benzyl ester, and phenylalanine tert-butyl ester, after addition, stirring the solution for 20 to 24 hours at a room temperature, filtering the solution, and finally washing the filter residues by ethyl acetate several times. When D-proline is added into ethanol-water solutions of chiral probe compounds (a, c),the fluorescence strength of the solutions is reduced; when L-proline is added into the solutions, the fluorescence strength of the solutions is enhanced obviously; and thus the probe compounds (a,c)have a good recognition effect on two enantiomers of proline. When L-valine is added into ethanol-water solutions of the probe compound (b), the fluorescence strength of the solution is obviously reduced; when D-valine is added into the solution, the fluorescence strength of the solution is not changed; and thus the probe compound (b) has a good recognition effect on two enantiomers of valine.

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.