67617-64-5

Basic information

• Product Name: N-(2,6-dimethylphenyl)-L-alanine
• Synonyms: L-alanine, N-(2,6-dimethylphenyl)-; N-(2,6-Dimethylphenyl)-DL-alanine
• CAS NO: 67617-64-5
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.2423
• Mol File: 67617-64-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 376.1°C at 760 mmHg
• Flash Point: 181.2°C
• Density: 1.14g/cm³
• Vapor Pressure: 2.53E-06mmHg at 25°C
• Refractive Index: 1.578
• CAS DataBase Reference: N-(2,6-dimethylphenyl)-L-alanine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,6-dimethylphenyl)-L-alanine(67617-64-5)
• EPA Substance Registry System: N-(2,6-dimethylphenyl)-L-alanine(67617-64-5)

Safety Data

• Hazardous Substances Data: 67617-64-5(Hazardous Substances Data)

Upstream product

• 67617-63-4 (S)-methyl 2-(2,6-dimethylphenylamino)propanoate 
• 52888-49-0 methyl N-(2,6-dimethylphenyl)alaninate 

Downstream Products

• 51858-22-1 3-(2,6-dimethyl-phenyl)-4-methyl-sydnone 
• 57646-32-9 (2R)-2-[(2,6-dimethylphenyl)amino]propanoic acid 
• 57837-19-1 methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-D-alaninate 
• 57646-33-0 methyl (2R)-2-[(2,6-dimethylphenyl)amino]propanoate 
• 67617-67-8 allyl N-(2,6-dimethylphenyl)alaninate 
• 67617-65-6 2-methoxyethyl N-(2,6-dimethylphenyl)alaninate 
• 712327-18-9 2-ethoxyethyl N-(2,6-dimethylphenyl)alaninate 
• 91181-38-3 N-(2,6-dimethyl-phenyl)-N-nitroso-DL-alanine 

Relevant articles and documents

Enzyme-catalyzed preparation of methyl (R)-N-(2,6-dimethylphenyl)alaninate: A key intermediate for (R)-metalaxyl

A biocatalytic approach for the production of (R)-metalaxyl, mefenoxam, has been developed. A practical synthesis of methyl (R)-N-(2,6-dimethylphenyl) alaninate, a key intermediate for (R)-metalaxyl, has been developed by the use of lipase-catalyzed hydrolytic kinetic resolution and chemical racemization of the remaining ester. At high concentrations in aqueous media (300 g/L) lipases were stable and gave moderate to good conversions and excellent enantioselectivities (>98% ee). A simple extraction procedure was used to separate the acid product from the remaining ester and the acid was esterified with methanol to give methyl (R)-N-(2,6-dimethylphenyl)alaninate without any reduction in enantiomeric excess (>98% ee). Subsequent chemical coupling with methoxyacetyl chloride provided enantiomerically pure (R)-metalaxyl (>98% ee) without racemization.