2283-42-3

Basic information

• Product Name: 3-methylphenylalanine
• Synonyms: 3-METHYLPHENYLALANINE
• CAS NO: 2283-42-3
• Molecular Formula: C₁₀H₁₃NO₂
• Molecular Weight: 179.2157
• Mol File: 2283-42-3.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 322.8°C at 760 mmHg
• Flash Point: 149°C
• Density: 1.165g/cm³
• Vapor Pressure: 0.000112mmHg at 25°C
• Refractive Index: 1.568
• CAS DataBase Reference: 3-methylphenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-methylphenylalanine(2283-42-3)
• EPA Substance Registry System: 3-methylphenylalanine(2283-42-3)

Safety Data

• Hazardous Substances Data: 2283-42-3(Hazardous Substances Data)

Upstream product

• 5472-70-8 3-methyl-phenylalanine 
• 3029-79-6 (E)-3-methylcinnamic acid 
• 620-23-5 m-tolyl aldehyde 
• 68208-17-3 (R,S)-3-amino-3-(3-methylphenyl)propionic acid 
• 3029-79-6 3-methylcinnamic acid 
• 61676-25-3 2-oxo-3-m-tolyl-propionic acid 
• 620-13-3 1-bromomethyl-3-methyl-benzene 
• 145243-34-1 2-(Benzhydrylidene-amino)-3-m-tolyl-propionic acid methyl ester 
• 72615-63-5 α-benzoylamino-3-methyl-cinnamic acid 
• 5440-54-0 acetylamino-(3-methyl-benzyl)-malonic acid diethyl ester 
• 60-29-7 diethyl ether 
• 872270-42-3 2-azidocarbonyl-3-m-tolyl-propionic acid 

Downstream Products

• 225120-37-6 (S)-N-(1-((cyanomethyl)amino)-1-oxo-3-(m-tolyl)propan-2-yl)-3-(trifluoromethyl)benzamide 
• 167217-14-3 methyl (S)-2-amino-3-(m-tolyl)propanoate 
• 374119-33-2 (R)-2-hydroxy-3-(3-methylphenyl)-propionic acid 

Relevant articles and documents

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Organocatalytic Enantioselective Addition of α-Aminoalkyl Radicals to Isoquinolines

With a dual organocatalytic system involving a chiral phosphoric acid and a dicyanopyrazine-derived chromophore (DPZ) photosensitizer and under the irradiation with visible light, an enantioselective Minisci-type addition of α-amino acid-derived redox-active esters (RAEs) to isoquinolines has been developed. A variety of prochiral α-aminoalkyl radicals generated from RAEs were successfully introduced on isoquinolines, providing a range of valuable α-isoquinoline-substituted chiral secondary amines in high yields with good to excellent enantioselectivities.

Engineered Aminotransferase for the Production of d-Phenylalanine Derivatives Using Biocatalytic Cascades

d-Phenylalanine derivatives are valuable chiral building blocks for a wide range of pharmaceuticals. Here, we developed stereoinversion and deracemization biocatalytic cascades to synthesize d-phenylalanine derivatives that contain electron-donating or -withdrawing substituents of various sizes and at different positions on the phenyl ring with a high enantiomeric excess (90 to >99 % ee) from commercially available racemic mixtures or l-amino acids. These whole-cell systems couple Proteus mirabilis l-amino acid deaminase with an engineered aminotransferase that displays native-like activity towards d-phenylalanine, which we generated from Bacillus sp. YM-1 d-amino acid aminotransferase. Our cascades are applicable to preparative-scale synthesis and do not require cofactor-regeneration systems or chemical reducing agents.