4263-93-8

Basic information

• Product Name: 2-hydroxy-4-phenylbutyric acid
• Synonyms: 2-hydroxy-4-phenylbutyric acid;2-Hydroxy-4-phenylbutanoic acid;3-Benzyl-2-hydroxypropionic acid;α-Hydroxy-benzenebutanoic acid;4-Phenyl-2-hydroxybutanoic acid;alpha-Hydroxy-gamma-phenylbutyric acid;gamma-Phenyl-alpha-hydroxybutyric acid;NSC 55316
• CAS NO: 4263-93-8
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.2
• Mol File: 4263-93-8.mol
• Article Data: 23

Chemical Properties

• Melting Point: 105-106℃ (benzene )
• Boiling Point: 356.9°Cat760mmHg
• Flash Point: 183.9°C
• Appearance: /
• Density: 1.219g/cm³
• Vapor Pressure: 1.03E-05mmHg at 25°C
• Refractive Index: 1.564
• PKA: 3.79±0.10(Predicted)
• CAS DataBase Reference: 2-hydroxy-4-phenylbutyric acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxy-4-phenylbutyric acid(4263-93-8)
• EPA Substance Registry System: 2-hydroxy-4-phenylbutyric acid(4263-93-8)

Safety Data

• Hazardous Substances Data: 4263-93-8(Hazardous Substances Data)

Usage

General Description

2-hydroxy-4-phenylbutyric acid is a chemical with the molecular formula C10H12O3. It is a compound that contains a hydroxyl group and a phenyl group, as well as a butyric acid moiety. The compound is classified as a hydroxy acid and is commonly used in the synthesis of pharmaceuticals and other organic compounds. It is also known for its anti-inflammatory and antioxidant properties. 2-hydroxy-4-phenylbutyric acid is used in the production of drugs for various medical conditions and is a valuable compound in medicinal chemistry and drug development.

InChI:InChI=1/C10H12O3/c11-9(10(12)13)7-6-8-4-2-1-3-5-8/h1-5,9,11H,6-7H2,(H,12,13)

Upstream product

• 1914-59-6 (E)-2-oxo-4-phenyl-3-butenoic acid 
• 121054-03-3 2-hydroxy-4-phenylbutanenitrile 
• 56485-07-5 phenyl-1,2-butanedione 
• 710-11-2 2-oxo-4-phenylbutyric acid 
• 124888-60-4 4-phenylbutane-1,2-diol 
• 1821-12-1 4-Phenylbutyric acid 
• 768-56-9 4-Phenylbut-1-ene 
• 155397-26-5 1-(dimethyl(phenyl)silyl)-3-phenylpropan-1-ol 
• 124-38-9 carbon dioxide 
• 1504663-31-3 (1-dimethylphenylsilyl-3-phenylpropoxy)trimethylsilane 
• 849585-22-4 LACTIC ACID 
• 100-51-6 benzyl alcohol 
• 129029-61-4 2-hydroxy-4-phenylbut-3-enoic acid 
• 100-44-7 benzyl chloride 

Downstream Products

• 501-52-0 3-Phenylpropionic acid 
• 93921-85-8 ethyl 2-hydroxy-4-phenylbutanoate 
• 100-52-7 benzaldehyde 
• 15719-64-9 methylammonium carbonate 
• 29678-81-7 (R)-2-hydroxy4-phenylbutanoic acid 
• 123736-87-8 (S)-2-acetoxy-4-phenylbutanoic acid 
• 883723-47-5 2-acetoxy-4-phenylbutanoic acid 
• 267013-77-4 (S)-3-methyl-2-phenylbutylammonium (R)-2-hydroxy-4-phenylbutanoate 
• 7226-82-6 (RS)-2-hydroxy-4-phenylbutanoic acid methyl ester 
• 68844-69-9 (2R)-2-Hydroxy-4-phenylbutyric acid methyl ester 
• 1173990-22-1 methyl 2-acetoxy-4-phenylbutanoate 
• 710-11-2 2-oxo-4-phenylbutyric acid 
• 104-53-0 3-phenyl-propionaldehyde 
• 129990-77-8 (2S)-2-Hydroxy-4-phenylbutyric acid methyl ester 

Relevant articles and documents

One-pot, two-step synthesis of unnatural α-amino acids involving the exhaustive aerobic oxidation of 1,2-diols

Herein, we report the nor-AZADO-catalyzed exhaustive aerobic oxidations of 1,2-diols to α-keto acids. Combining oxidation with transamination using dl-2-phenylglycine led to the synthesis of free α-amino acids (AAs) in one pot. This method enables the rapid and flexible preparation of a variety of valuable unnatural AAs, such as fluorescent AAs, photoactivatable AAs, and other functional AAs for bioorthogonal reactions.

Direct Synthesis of Free α-Amino Acids by Telescoping Three-Step Process from 1,2-Diols

A practical telescoping three-step process for the syntheses of α-amino acids from the corresponding 1,2-diols has been developed. This process enables the direct synthesis of free α-amino acids without any protection/deprotection step. This method was also effective for the preparation of a 15N-labeled α-amino acid. 1,2-Diols bearing α,β-unsaturated ester moieties afforded bicyclic α-amino acids through intramolecular [3 + 2] cycloadditions. A preliminary study suggests that the resultant α-amino acids are resolvable by aminoacylases with almost complete selectivity.

Chemoselective catalytic oxidation of 1,2-diols to α-hydroxy acids controlled by TEMPO-ClO2 charge-transfer complex

Chemoselective catalytic oxidation from 1,2-diols to α-hydroxy acids in a cat. TEMPO/cat. NaOCl/NaClO2 system has been achieved. The use of a two-phase condition consisting of hydrophobic toluene and water suppresses the concomitant oxidative cleavage. A study of the mechanism suggests that the observed selectivity is derived from the precise solubility control of diols and hydroxy acids as well as the active species of TEMPO. Although the oxoammonium species TEMPO+Cl- is hydrophilic, the active species dissolves into the organic layer by the formation of the charge-transfer (CT) complex TEMPO-ClO2 under the reaction conditions.