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

Description

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

Uses

Used in Pharmaceutical Synthesis:
2-hydroxy-4-phenylbutyric acid is used as a key intermediate in the synthesis of various pharmaceuticals for different medical conditions. Its unique structure allows for the development of new drugs with potential therapeutic benefits.
Used in Medicinal Chemistry:
2-hydroxy-4-phenylbutyric acid is used as a building block in medicinal chemistry for the design and development of new drugs. Its anti-inflammatory and antioxidant properties make it a promising candidate for the treatment of various diseases.
Used in Drug Development:
2-hydroxy-4-phenylbutyric acid is used in drug development to create new therapeutic agents. Its versatility and chemical properties make it an important compound in the discovery and development of novel drugs for various medical conditions.

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

• 124888-60-4 4-phenylbutane-1,2-diol 
• 1821-12-1 4-Phenylbutyric acid 
• 768-56-9 4-Phenylbut-1-ene 
• 121054-03-3 2-hydroxy-4-phenylbutanenitrile 
• 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 
• 38526-14-6 N-(tert-butyl)-2-hydroxy-4-phenylbutanamide 
• 129029-61-4 2-hydroxy-4-phenylbut-3-enoic acid 
• 100-44-7 benzyl chloride 
• 827606-47-3 4,4-diethoxy-2-benzyl-3-oxo-butyric acid ethyl ester 
• 96952-94-2 1,1-diethoxy-4-phenylbutan-2-one 

Downstream Products

• 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 
• 129990-77-8 (2S)-2-Hydroxy-4-phenylbutyric acid methyl ester 
• 1012-05-1 D,L-homophenylalanine 
• 82795-51-5 D-homophenylalanine 
• 96613-91-1 (R)-2-Acetamido-4-phenylbutansaeure 
• 943-73-7 D-homophenylalanine 
• 5440-40-4 (2R)-N-acetyl-2-amino-4-phenylbutyric acid 
• 115016-95-0 (S)-2-hydroxy-4-phenylbutanoic acid 
• 104-53-0 3-phenyl-propionaldehyde 
• 501-52-0 3-Phenylpropionic acid 
• 267013-77-4 (S)-3-methyl-2-phenylbutylammonium (R)-2-hydroxy-4-phenylbutanoate 

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.