2-Amino-3-(2,4-dichlorophenyl)propanoic acid

Base Information

• Chemical Name: 2-Amino-3-(2,4-dichlorophenyl)propanoic acid
• CAS No.: 5472-68-4
• Molecular Formula: C9H9Cl2NO2
• Molecular Weight: 234.082
• Hs Code.: 2922499990
• NSC Number: 29445,14790
• Mol file: 5472-68-4.mol

Synonyms:5472-68-4;2-amino-3-(2,4-dichlorophenyl)propanoic acid;2,4-Dichloro-DL-phenylalanine;MFCD05227922;L-2,4-DICHLOROPHE;MFCD01860882;NSC14790;2,4-dichlorophenylalanine;2-Amino-3-(2,4-dichlorophenyl)propanoicacid;SCHEMBL44904;beta-(2,4-Dichlorophenyl)alanine;NSC29445;NSC-14790;NSC-29445;AKOS000171119;AKOS016843204;CS-15676;SY031008;SY044843;SY096734;FT-0650120;FT-0651845;A924130;2-Amino-3-(2,4-dichloro-phenyl)-propionic acid (H-DL-Phe(2,4-diCl)-OH)

Chemical Property of 2-Amino-3-(2,4-dichlorophenyl)propanoic acid

Chemical Property:

• Melting Point: 239ºC
• Boiling Point: 368.1 °C at 760 mmHg
• PKA: 2.14±0.15(Predicted)
• Flash Point: 176.4 °C
• PSA: 63.32000
• Density: 1.45 g/cm³
• LogP: 2.64810
• Storage Temp.: 2-8°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 233.0010339
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

99%, ^*data from raw suppliers

Boc-2- ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)Cl)CC(C(=O)O)N
• Use Description: 2,4-Dichloro-DL-phenylalanine, a specific chemical compound, serves various roles across distinct fields. In the pharmaceutical industry, it acts as a precursor in the synthesis of pharmaceutical compounds, contributing to the development of molecules with potential therapeutic applications. In organic chemistry, this compound plays a crucial role as a building block, enabling the creation of complex structures and supporting advancements in chemical research. Moreover, in the field of agrochemistry, it contributes to the formulation of herbicides, aiding in weed control and promoting crop yield. The compound's versatile applications in pharmaceuticals, chemistry, and agriculture highlight its significance in fostering innovation and progress in these vital areas of science and industry.

Technology Process of 2-Amino-3-(2,4-dichlorophenyl)propanoic acid

There total 8 articles about 2-Amino-3-(2,4-dichlorophenyl)propanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + methyl 2,4-dichloro-N-(ethoxycarbonyl)phenylalaninate → 5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid + rac-2,4-dichloro-Phe (5472-68-4)

Guidance literature:

With sulfuric acid; acetic acid; at 80 ℃; for 8h; Microwave irradiation;

Reference yield:

acetylamino-(2,4-dichloro-benzyl)-malonic acid diethyl ester (5472-72-0) → rac-2,4-dichloro-Phe (5472-68-4)

Guidance literature:

With hydrogen bromide;

DOI:10.1021/ja01151a504

Reference yield:

2,4-Dichlorobenzyl chloride (94-99-5) → rac-2,4-dichloro-Phe (5472-68-4)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol

2: concentrated aqueous HBr

With ethanol; hydrogen bromide;

DOI:10.1021/ja01151a504

upstream raw materials:

(2,4-dichloro-benzyl)-malonic acid

acetylamino-(2,4-dichloro-benzyl)-malonic acid diethyl ester

2-(2,4-dichloro-benzyl)-malonic acid diethyl ester

2,4-Dichlorobenzyl chloride

Downstream raw materials:

D,L 2,4-dichlorophenylalanine N-methylamide

2,4-dichloro-D-phenylalanine

(S)-2-amino-3-(2,4-dichlorophenyl)propanoic acid

Refernces

• 1、 Taylor, David C.,Wightman, Frank. "METABOLISM OF D,L-CHLORO-PHENYLALANINES BY PHENYLALANINE AMINOTRANSFERASE ISOZYMES PURIFIED FROM BUSHBEAN SHOOTS". . p. 1279 - 1288. Retrieved 2007/10/02.