187979-43-7

Basic information

• Product Name: 2-AMINO-2-(3-METHYLPHENYL)ACETIC ACID
• Synonyms: (R)-2-(3-Methylphenyl)glycine;(2R)-2-AMINO-2-(3-METHYLPHENYL)ACETIC ACID;AMINO(3-METHYLPHENYL)ACETIC ACID;AMINO-M-TOLYL-ACETIC ACID;2-AMINO-2-(3-METHYLPHENYL)ACETIC ACID;RARECHEM AK ML 0525;Benzeneacetic acid, alpha-amino-3-methyl-, (R)- (9CI);R-3-Methylphenylglycine
• CAS NO: 187979-43-7
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19
• Product Categories: GLYCINESCAFFOLD;pharmacetical
• Mol File: 187979-43-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 303.3 °C at 760 mmHg
• Flash Point: 137.2 °C
• Appearance: /
• Density: 1.2 g/cm³
• Vapor Pressure: 0.000413mmHg at 25°C
• Refractive Index: 1.579
• CAS DataBase Reference: 2-AMINO-2-(3-METHYLPHENYL)ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-2-(3-METHYLPHENYL)ACETIC ACID(187979-43-7)
• EPA Substance Registry System: 2-AMINO-2-(3-METHYLPHENYL)ACETIC ACID(187979-43-7)

Safety Data

• Hazardous Substances Data: 187979-43-7(Hazardous Substances Data)

Usage

General Description

2-Amino-2-(3-Methylphenyl)acetic Acid is a chemical compound characterized by the presence of both an amino group and a methylphenyl group. Its molecular formula is C9H11NO2, pointing to nine carbon atoms, eleven hydrogen atoms, one nitrogen, and two oxygen atoms. 2-AMINO-2-(3-METHYLPHENYL)ACETIC ACID is often used in research and in the manufacturing of other chemicals. It is a solid at room temperature and should be handled with the appropriate safety measures due to potential risks. Research regarding its specific usage and impacts is ongoing.

InChI:InChI=1/C9H11NO2/c1-6-3-2-4-7(5-6)8(10)9(11)12/h2-5,8H,10H2,1H3,(H,11,12)

Upstream product

• 67-66-3 chloroform 
• 620-23-5 m-tolyl aldehyde 
• 187978-95-6 (R)-m-Tolyl-ureido-acetic acid 
• 187978-79-6 5-m-Tolyl-imidazolidine-2,4-dione 
• 65148-70-1 3-methylmandelic acid 
• 100-80-1 3-methylstyrene 

Relevant articles and documents

One-Pot Enantioselective Synthesis of d-Phenylglycines from Racemic Mandelic Acids, Styrenes, or Biobased l-Phenylalanine via Cascade Biocatalysis

Enantiopure d-phenylglycine and its derivatives are an important group of chiral amino acids with broad applications in thepharmaceutical industry. However, the existing synthetic methods for d-phenylglycine mainly rely on toxic cyanide chemistry and multistep processes. To provide green and safe alternatives, we envisaged cascade biocatalysis for the one-pot synthesis of d-phenylglycine from racemic mandelic acid, styrene, and biobased l-phenylalanine, respectively. Recombinant Escherichia coli (LZ110) was engineered to coexpress four enzymes to catalyze a 3-step reaction in one pot, transforming mandelic acid (210 mM) to give enantiopure d-phenylglycine in 29.5 g L?1 (195 mM) with 93% conversion. Using the same whole-cell catalyst, twelve other d-phenylglycine derivatives were also produced from the corresponding mandelic acid derivatives in high conversion (58–94%) and very high ee (93–99%). E. coli (LZ116) expressing seven enzymes was constructed for the transformation of styrene to enantiopure d-phenylglycine in 80% conversion via a one-pot 6-step cascade biotransformation. Twelve substituted d-phenylglycines were also produced from the corresponding styrene derivatives in high conversion (45–90%) and very high ee (92–99%) via the same cascade reactions. A nine-enzymeexpressing E. coli (LZ143) was engineered to transform biobased l-phenylalanine to enantiopure d-phenylglycine in 83% conversion via a one-pot 8-step transformation. Preparative biotransformations were also demonstrated. The high-yielding synthetic methods use cheap and green reagents (ammonia, glucose, and/or oxygen), and E. coli whole-cell catalysts, thus providing green and useful alternative methods for manufacturing d-phenylglycine. (Figure presented.).

ASYMMETRIC INDUCTIVE SYNTHESIS OF α-AMINOARYLACETIC ACIDS IN CHIRAL MICELLAR SYSTEM

In the micellar solution of chiral surfactant N-hexadecyl-N-methylephedrine bromide, seven α-aminoarylacetic acids were synthesized from corresponding aldehydes, the e.e.percent being about 28percent.