52888-49-0

Basic information

• Product Name: methyl N-(2,6-dimethylphenyl)-DL-alaninate
• Synonyms: methyl N-(2,6-dimethylphenyl)-DL-alaninate;N-(2,6-Dimethylphenyl)alaninemethylester;N-(2,6-DIMETHYLPHENYL)ALANINEETHYL ESTER;(±)-N-(2,6-Dimethyphenyl)alanine methyl;N-(2,6-Dimethylphenyl)-DL-alanine methyl;rac-(R*)-2-(2,6-Dimethylanilino)propanoic acid methyl ester;rac-(R*)-N-(2,6-Dimethylphenyl)-2-methylglycine methyl ester;2-(2,6-dimethylanilino)propionic acid methyl ester
• CAS NO: 52888-49-0
• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.26888
• EINECS: 258-237-2
• Mol File: 52888-49-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 302.7°Cat760mmHg
• Flash Point: 136.9°C
• Appearance: /
• Density: 1.063g/cm³
• Vapor Pressure: 0.000975mmHg at 25°C
• Refractive Index: 1.54
• Storage Temp.: 2-8°C
• Solubility: Dichloromethane
• PKA: 2.95±0.50(Predicted)
• Water Solubility: 208.1mg/L at 25℃
• CAS DataBase Reference: methyl N-(2,6-dimethylphenyl)-DL-alaninate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl N-(2,6-dimethylphenyl)-DL-alaninate(52888-49-0)
• EPA Substance Registry System: methyl N-(2,6-dimethylphenyl)-DL-alaninate(52888-49-0)

Safety Data

• Hazardous Substances Data: 52888-49-0(Hazardous Substances Data)

Usage

Description

Methyl N-(2,6-dimethylphenyl)-DL-alaninate, also known as N-(2,6-dimethylphenyl)alanine Methyl Ester, is an organic compound that serves as a crucial intermediate in the chemical synthesis process. It is characterized by its molecular structure, which includes a methyl group, a 2,6-dimethylphenyl group, and a DL-alaninate moiety. methyl N-(2,6-dimethylphenyl)-DL-alaninate plays a significant role in the development of various chemical products, particularly in the agricultural sector.

Uses

Used in Agricultural Industry:
Methyl N-(2,6-dimethylphenyl)-DL-alaninate is used as an intermediate in the synthesis of Benalaxyl-d5 (B131902), which is an acylamino acid fungicide. This fungicide is effective in controlling a wide range of fungal diseases in crops, thus contributing to increased agricultural productivity and crop protection. methyl N-(2,6-dimethylphenyl)-DL-alaninate's role in the synthesis process is essential, as it helps in the development of a product that can protect plants from harmful fungal infections, ensuring a healthy and sustainable agricultural ecosystem.

Synthesis Reference(s)

Tetrahedron, 52, p. 9777, 1996 DOI: 10.1016/0040-4020(96)00503-0

Flammability and Explosibility

Notclassified

InChI:InChI=1/C12H17NO2/c1-8-6-5-7-9(2)11(8)13-10(3)12(14)15-4/h5-7,10,13H,1-4H3/t10-/m0/s1

Upstream product

• 600-22-6 pyruvic acid methyl ester 
• 81-20-9 2,6-dimethylnitrobenzene 
• 87-62-7 2,6-dimethylaniline 
• 67617-63-4 (S)-methyl 2-(2,6-dimethylphenylamino)propanoate 
• 17639-93-9 2-chloro-propionic acid methyl ester 
• 56905-18-1 methyl 2-iodopropionate 
• 5445-17-0 Methyl 2-bromopropionate 

Downstream Products

• 58234-85-8 2-[Cyclopentanecarbonyl-(2,6-dimethyl-phenyl)-amino]-propionic acid methyl ester 
• 58234-43-8 2-[(2,6-Dimethyl-phenyl)-(3-methyl-but-2-enoyl)-amino]-propionic acid methyl ester 
• 58234-56-3 2-[But-3-enoyl-(2,6-dimethyl-phenyl)-amino]-propionic acid methyl ester 
• 57837-19-1 methyl-N-(methoxyacetyl)-N-(2,6-xylyl)-DL-alaninate 
• 57837-19-1 methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)-D-alaninate 
• 57837-20-4 N-(1'-methoxycarbonyl-ethyl)-N-ethoxyacetyl-2,6-dimethylaniline 
• 68482-80-4 2-[(2,6-Dimethyl-phenyl)-(3-methoxy-propionyl)-amino]-propionic acid methyl ester 
• 58234-25-6 2-[(2,6-Dimethyl-phenyl)-(2-ethyl-butyryl)-amino]-propionic acid methyl ester 
• 57837-22-6 N-(1'-methoxycarbonyl-ethyl)-N-isopropoxyacetyl-2,6-dimethylaniline 
• 57837-21-5 2-[(2,6-Dimethyl-phenyl)-(2-propoxy-acetyl)-amino]-propionic acid methyl ester 
• 68482-88-2 2-[(2,6-Dimethyl-phenyl)-(3-methoxy-2-methyl-propionyl)-amino]-propionic acid methyl ester 
• 57837-56-6 N-(1'-methoxycarbonyl-ethyl)-N-allyloxyacetyl-2,6-dimethylaniline 
• 68482-92-8 2-[(2,6-Dimethyl-phenyl)-(3-isopropoxy-propionyl)-amino]-propionic acid methyl ester 
• 57837-24-8 2-[(2-Butoxy-acetyl)-(2,6-dimethyl-phenyl)-amino]-propionic acid methyl ester 

Relevant articles and documents

Two-Step Continuous-Flow Synthesis of Fungicide Metalaxyl through Catalytic C?N Bond-Formation Processes

Metalaxyl, an acylalanine fungicide, was synthesized through catalytic continuous sequential-flow reactions. Commonly used syntheses of this compound use batch systems and suffer from problems such as coproduction of halogen-containing by-products derived from acyl and alkyl halides in the substitution reactions of 2,6-dimethylaniline. To minimize waste and enhance efficiency, a halide-free approach including two continuous-flow catalytic processes, heterogeneous Pt-catalyzed reductive alkylation and homogeneous acid-catalyzed amidation with an acid anhydride, was developed. Systematic examination of the two reactions in flow mode enabled a high-yielding, two-step sequential continuous-flow process to be achieved. (Figure presented.).

Compound of bisamide structure and preparing method and application thereof

The invention discloses a compound of a bisamide structure in the technical field of agricultural chemistry and a preparing method and application thereof. The preparing method includes the steps that monomethyl malonate acyl chloride is used as a raw material and reacts with arylamine in anhydrous dichloromethane to obtain an intermediate product III; the intermediate product III reacts with lithium hydroxide and then reacts with oxalyl chloride in tetrahydrofuran to obtain an intermediate product IV; 2,6-dimethylaniline is used as a raw material and reacts with 2-methyl bromopropionate to obtain an intermediate product VI; finally the intermediate product IV and the intermediate product VI react in a methylbenzene solution to obtain the compound of the bisamide structure shown in the final product I. The compound and a preparation have good bactericidal activity, have a good growth inhibiting function on phytophthora capsici, alternaria solani, rhizoctonia solani, cotton rhizoctonia solani, phytophthora infestans, and botrytis cinerea and have high pesticide research value.

Catalytic reductive N-alkylation of anilines. Application to the synthesis of N-aryl aminoacid precursors

Different anilines have been monoalkylated by reductive alkylation using ketones and α-ketoesters as alkylating agents with good isolated yields. This provided access to aminoacid derivatives. Diastereoselective experiments were also performed.