68208-16-2

Basic information

• Product Name: 3-AMINO-3-(2-METHYLPHENYL)PROPANOIC ACID
• Synonyms: RARECHEM AK HC T303;DL-3-AMINO-3-(2-METHYL-PHENYL)-PROPIONIC ACID;3-AMINO-3-(2-METHYLPHENYL)PROPANOIC ACID;3-AMINO-3-(2-METHYL-PHENYL)-PROPIONIC ACID;3-AMINO-3-O-TOLYL-PROPIONIC ACID;β-AMino-2-Methylbenzenepropanoic Acid;3-AMino-3-(o-tolyl)propanoic acid;(RS)-3-Amino-3-(2-methylphenyl)-propionic acid
• CAS NO: 68208-16-2
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.22
• Product Categories: B-Amino
• Mol File: 68208-16-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 240-241°C
• Boiling Point: 326.3 ºC at 760 mmHg
• Flash Point: 151.2 ºC
• Appearance: /
• Density: 1.163 g/cm³
• Vapor Pressure: 8.82E-05mmHg at 25°C
• Refractive Index: 1.567
• Storage Temp.: 2-8°C(protect from light)
• PKA: 3.71±0.10(Predicted)
• CAS DataBase Reference: 3-AMINO-3-(2-METHYLPHENYL)PROPANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-AMINO-3-(2-METHYLPHENYL)PROPANOIC ACID(68208-16-2)
• EPA Substance Registry System: 3-AMINO-3-(2-METHYLPHENYL)PROPANOIC ACID(68208-16-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 68208-16-2(Hazardous Substances Data)

Usage

Description

3-AMINO-3-(2-METHYLPHENYL)PROPANOIC ACID, also known as β-Amino-2-methylbenzenepropanoic Acid, is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceutical products. It is characterized by its amino and carboxylic acid functional groups, which allow for further chemical reactions and modifications. This versatile molecule has garnered significant interest due to its potential applications in the pharmaceutical industry, particularly in the development of antitumor agents.

Uses

Used in Pharmaceutical Industry:
3-AMINO-3-(2-METHYLPHENYL)PROPANOIC ACID is used as a synthetic intermediate for the development of various pharmaceutical goods. Its unique structure and functional groups make it a valuable building block in the creation of new and improved medications.
Used in Antitumor Agent Synthesis:
3-AMINO-3-(2-METHYLPHENYL)PROPANOIC ACID is used as a key component in the synthesis of potential antitumor agents, such as 4-Arylcyclophosphamides. These agents have shown promise in the treatment of various types of cancer, making this compound an essential part of cancer research and drug development.

InChI:InChI=1/C10H13NO2/c1-7-4-2-3-5-8(7)9(11)6-10(12)13/h2-5,9H,6,11H2,1H3,(H,12,13)

Upstream product

• 141-82-2 malonic acid 
• 529-20-4 2-methylphenyl aldehyde 
• 67-56-1 methanol 
• 2373-76-4 2-methylcinnamic acid 
• 7803-49-8 hydroxylamine 
• 64-17-5 ethanol 
• 861363-01-1 3-hydroxyamino-3-o-tolyl-propionohydroxamic acid 
• 7732-18-5 water 
• 861324-67-6 3-hydroxyamino-3-o-tolyl-propionic acid 
• 75950-75-3 3-(2-methylphenyl)acrylic acid methyl ester 

Downstream Products

• 1193615-89-2 methyl 3-acetamido-3-(2-methylphenyl)propanoate 
• 752198-38-2 (R)-3-amino-3-(2-methylphenyl)propionic acid 
• 939-57-1 (E)-3-(2-methylphenyl)acrylic acid 
• 80126-53-0 2'-methyl-(2S)-α-phenylalanine 
• 1269634-13-0 C₁₈H₁₉NO₃ 
• 1257211-87-2 (R)-1-[3-benzamido-3-(2-methylphenyl)propanamido]-3-methylbutylboronic acid 
• 1009692-04-9 3-amino-3-o-tolyl-propionic acid methyl ester 
• 117291-27-7 3-o-Tolyl-3-(2,2,2-trifluoro-acetylamino)-propionyl chloride 
• 862466-17-9 (3-hydroxy-1-o-tolyl-propyl)-carbamic acid tert-butyl ester 
• 21464-52-8 3-amino-3-(2-methylphenyl)propan-1-ol 
• 117291-10-8 3-o-Tolyl-3-(2,2,2-trifluoro-acetylamino)-propionic acid 
• 861324-38-1 3-o-tolyl-3-ureido-propionic acid 

Relevant articles and documents

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.).

A one-pot synthesis of 3-amino-3-arylpropionic acids

3-Aminopropionic acids (β-amino acids) are biologically active compounds of interest in medicinal and pharmaceutical chemistry. Twenty-one 3-amino-3-arylpropionic acids were synthesized via a facile one-pot synthesis. In addition, a series of mechanistic studies have been performed to optimize the production of these β-amino acids. The reaction mechanism of this one-pot synthesis of β-amino acids, as well as the electronic effect of para-substitution and the influence of solvent polarity on the proposed reaction mechanism are discussed.

Une synthese simple des premieres amino-3 indanones-1

The synthesis of various substituted 3-amino-1-indanones was achieved in five steps starting from corresponding benzaldehydes.