275826-35-2

Basic information

• Product Name: (S)-3-AMINO-3-(3-BROMO-PHENYL)-PROPIONIC ACID
• Synonyms: H-D-PHG(3-BR)-(C*CH2)OH;H-BETA-PHE(3-BR)-OH;(S)-3-AMINO-3-(3-BROMO-PHENYL)-PROPIONIC ACID;(S)-BETA-(3-BROMOPHENYL)ALANINE;(S)-3-(3-BROMOPHENYL)-BETA-ALANINE ;(S)-3-amino-3-(3-bromophenyl)propanoic acid;H-b-Phe(3-Br)-OH;Benzenepropanoic acid, .beta.-amino-3-bromo-, (.beta.S)-
• CAS NO: 275826-35-2
• Molecular Formula: C9H10BrNO2
• Molecular Weight: 244.09
• Product Categories: 3-Amino-3-phenylpropionic Acid Analogs;3-Amino-3-phenylpropanoic Acid Analogs;B-Amino
• Mol File: 275826-35-2.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 367.3 °C at 760 mmHg
• Flash Point: 176 °C
• Appearance: /
• Density: 1.585 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 3.60±0.10(Predicted)
• CAS DataBase Reference: (S)-3-AMINO-3-(3-BROMO-PHENYL)-PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-AMINO-3-(3-BROMO-PHENYL)-PROPIONIC ACID(275826-35-2)
• EPA Substance Registry System: (S)-3-AMINO-3-(3-BROMO-PHENYL)-PROPIONIC ACID(275826-35-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 275826-35-2(Hazardous Substances Data)

Usage

General Description

(S)-3-Amino-3-(3-bromo-phenyl)-propionic acid is a chemical compound with the molecular formula C9H10BrNO2. It is a chiral amino acid derivative that contains a bromophenyl group and a propionic acid moiety. (S)-3-AMINO-3-(3-BROMO-PHENYL)-PROPIONIC ACID is commonly used in organic synthesis and biochemical research, where it can be employed as a building block for the synthesis of various pharmaceuticals and biologically active molecules. The bromine substituent on the phenyl ring makes it useful for creating diverse chemical structures, and the presence of an amino acid group enhances its potential for biological applications. Additionally, this compound can also serve as a starting material for the synthesis of more complex molecules with potential pharmaceutical or therapeutic properties.

Upstream product

• 3132-99-8 m-bromobenzoic aldehyde 
• 14473-91-7 3-bromocinnamic acid 
• 117391-50-1 3-amino-3-(3-bromo-phenyl)-propionic acid 
• 141-82-2 malonic acid 

Downstream Products

• 275826-31-8 ethyl 3-amino-3-(3-bromophenyl)propanoate 
• 1038381-80-4 3-amino-3-(3-bromo-phenyl)-propionic acid methyl ester 

Relevant articles and documents

The kinetic resolution of oxazinones by alcoholysis: access to orthogonally protected β-amino acids

The catalytic, alcoholytic kinetic resolution of oxazinones is reported. A novel, stereochemically dense cinchona alkaloid-based catalyst can facilitate the highly enantiodiscriminatory (Sup to 101) ring-opening of oxazinones equipped with electrophilic aryl units to generate orthogonally protected β-amino acids for the first time.

Propionic Acid Derivatives and Methods of Use Thereof

Provided herein are compounds and pharmaceutical compositions of formula I where R1, R2, R3, R4, R5 and R6 are as described herein. Also provided pharmaceutically acceptable salts or stereoisomers of these compounds. In addition methods are provided for inhibiting the binding of an integrin to treat various pathophysiological conditions.

Kinetic Resolution of Aromatic β-Amino Acids Using a Combination of Phenylalanine Ammonia Lyase and Aminomutase Biocatalysts

An enzymatic strategy for the preparation of (R)-β-arylalanines employing phenylalanine aminomutase and ammonia lyase (PAM and PAL) enzymes has been demonstrated. Candidate PAMs with the desired (S)-selectivity from Streptomyces maritimus (EncP) and Bacillus sp. (PabH) were identified via sequence analysis using a well-studied template sequence. The newly discovered PabH could be linked to the first ever proposed biosynthesis of pyloricidin-like secondary metabolites and was shown to display better β-lyase activity in many cases. In spite of this, a method combining the higher conversion of EncP with a strict α-lyase from Anabaena variabilis (AvPAL) was found to be more amenable, allowing kinetic resolution of five racemic substrates and a preparative-scale reaction with >98% (R) enantiomeric excess. This work represents an improved and enantiocomplementary method to existing biocatalytic strategies, allowing simple product separation and modular telescopic combination with a preceding chemical step using an achiral aldehyde as starting material. (Figure presented.).