52247-77-5

Basic information

• Product Name: (S)-(+)-2-Amino-2-phenylbutyric acid
• Synonyms: (2S)-2-Amino-2-phenylbutyric acid;(S)-2-Amino-2-phenylbutanoic acid
• CAS NO: 52247-77-5
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.22
• Mol File: 52247-77-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 312.1°C at 760 mmHg
• Flash Point: 142.5°C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 0.000231mmHg at 25°C
• Refractive Index: 1.557
• CAS DataBase Reference: (S)-(+)-2-Amino-2-phenylbutyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-2-Amino-2-phenylbutyric acid(52247-77-5)
• EPA Substance Registry System: (S)-(+)-2-Amino-2-phenylbutyric acid(52247-77-5)

Safety Data

• Hazardous Substances Data: 52247-77-5(Hazardous Substances Data)

Usage

General Description

(S)-(+)-2-Amino-2-phenylbutyric acid, also known as L-Phenylglycine, is a chemical compound with the molecular formula C10H13NO2. It is an amino acid derivative that appears as a white to off-white powder and is soluble in water. (S)-(+)-2-Amino-2-phenylbutyric acid is commonly used as a chiral building block in the synthesis of pharmaceuticals and other organic compounds, as it contains a chiral center. L-Phenylglycine is also used in the production of various types of chiral ligands and catalysts. Its applications range from pharmaceutical research and chemical manufacturing to biochemical studies and medical diagnostic testing.

InChI:InChI=1/C10H13NO2/c1-2-10(11,9(12)13)8-6-4-3-5-7-8/h3-7H,2,11H2,1H3,(H,12,13)/t10-/m0/s1

Upstream product

• 5438-07-3 2-amino-2-phenylbutanoic acid 
• 220599-90-6 (+/-)-2-formylamino-2-phenyl-butyric acid 
• 144095-19-2 rac-α-ethyl-phenylglycine 
• 220599-84-8 (S)-2-formylamino-2-phenyl-butyric acid 
• 205654-79-1 (2S,4S)-3-benzyloxycarbonyl-2,4-diphenyl-1,3-oxazolidin-5-one 

Downstream Products

• 65567-34-2 (+)-Nirvanol 
• 84471-51-2 (S)-2-ureido-2-phenyl-butyric acid 
• 52165-63-6 ethyl (S)-2-amino-2-phenylbutanoate 

Relevant articles and documents

Evaluation of the Edman degradation product of vancomycin bonded to core-shell particles as a new HPLC chiral stationary phase

A modified macrocyclic glycopeptide-based chiral stationary phase (CSP), prepared via Edman degradation of vancomycin, was evaluated as a chiral selector for the first time. Its applicability was compared with other macrocyclic glycopeptide-based CSPs: TeicoShell and VancoShell. In addition, another modified macrocyclic glycopeptide-based CSP, NicoShell, was further examined. Initial evaluation was focused on the complementary behavior with these glycopeptides. A screening procedure was used based on previous work for the enantiomeric separation of 50 chiral compounds including amino acids, pesticides, stimulants, and a variety of pharmaceuticals. Fast and efficient chiral separations resulted by using superficially porous (core-shell) particle supports. Overall, the vancomycin Edman degradation product (EDP) resembled TeicoShell with high enantioselectivity for acidic compounds in the polar ionic mode. The simultaneous enantiomeric separation of 5 racemic profens using liquid chromatography-mass spectrometry with EDP was performed in approximately 3?minutes. Other highlights include simultaneous liquid chromatography separations of rac-amphetamine and rac-methamphetamine with VancoShell, rac-pseudoephedrine and rac-ephedrine with NicoShell, and rac-dichlorprop and rac-haloxyfop with TeicoShell.

Efficient biocatalytic synthesis of highly enantiopure α-alkylated arylglycines and amides

A number of racemic α-alkylarylglycine amides including 1-amino-1-carbamoyl-1,2,3,4-tetrahydronaphthalene underwent efficient biocatalytic hydrolysis under very mild conditions to afford the corresponding (S)-α-alkylarylglycines and (R)-α-alkylarylglycine