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

Base Information

• Chemical Name: 2-Amino-3-(3,4-dichlorophenyl)propanoic acid
• CAS No.: 5472-67-3
• Molecular Formula: C9H9 Cl2 N O2
• Molecular Weight: 234.082
• Hs Code.: 2922499990
• European Community (EC) Number: 867-186-0
• NSC Number: 29444,14789
• DSSTox Substance ID: DTXSID601346647
• Mol file: 5472-67-3.mol

Synonyms:5472-67-3;2-amino-3-(3,4-dichlorophenyl)propanoic acid;3,4-Dichloro-DL-Phenylalanine;MFCD07372028;MFCD00671682;DL-Phenylalanine, 3,4-dichloro-;NSC14789;59331-63-4;D-3,4-DICHLOROPHE;L-3,4-DICHLOROPHE;SCHEMBL43914;59331-62-3;D-Phenylalanine,3,4-dichloro-;DTXSID601346647;BCP11606;NSC29444;DL-3,4-DICHLOROPHENYLALANINE;NSC-14789;NSC-29444;AKOS000187544;AKOS016843265;AB04563;AB06767;AB33552;AM82042;PS-3749;SY030289;SY044854;CS-0145621;FT-0624391;FT-0640108;FT-0649850;A50207;EN300-196829;A829254;A870365;Z317025744;DL-3,4-Dichlorophenylalanine (H-DL-Phe(3,4-diCl)-OH);H-D-Phe(3,4-DiCl)-OH

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

Chemical Property:

• Melting Point: 213-216 °C
• Boiling Point: 370.6±42.0 °C(Predicted)
• PKA: 2.14±0.20(Predicted)
• PSA: 63.32000
• Density: 1.450±0.06 g/cm3(Predicted)
• LogP: 2.64810
• XLogP3: -0.8
• 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:

97% ^*data from raw suppliers

2-Amino-3-(3,4-dichlorophenyl)propanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CC(C(=O)O)N)Cl)Cl

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

There total 8 articles about 2-Amino-3-(3,4-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:

acetylamino-(3,4-dichloro-benzyl)-malonic acid diethyl ester (114872-55-8) → 2-amino-3-(3,4-dichlorophenyl)propionic acid (5472-67-3,52794-99-7)

Guidance literature:

With hydrogen bromide;

DOI:10.1021/ja01145a022

Reference yield:

4-[1-(3,4-Dichloro-phenyl)-meth-(Z)-ylidene]-2-phenyl-4H-oxazol-5-one → 2-amino-3-(3,4-dichlorophenyl)propionic acid (5472-67-3,52794-99-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / borohydride exchange resin/nickel boride / dioxane / 10 h / Heating

2: NaOH / 1.5 h / Heating

3: aq. HBr / 6 h / Heating

With sodium hydroxide; nickel boride; borohydride exchange resin; hydrogen bromide; In 1,4-dioxane;

Reference yield:

3,4-dichlorobenzyl bromide (18880-04-1) → 2-amino-3-(3,4-dichlorophenyl)propionic acid (5472-67-3,52794-99-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium ethylate; ethanol

2: aqueous KOH

3: HN₃; H₂SO₄; benzene

With potassium hydroxide; ethanol; tris-(2-chloro-ethyl)-amine; sulfuric acid; sodium ethanolate; benzene;

upstream raw materials:

(3,4-dichloro-benzyl)-malonic acid

acetylamino-(3,4-dichloro-benzyl)-malonic acid diethyl ester

N-benzoyl-(3',4'-dichloro)phenylalanine

methyl (N-benzoyl)-3',4'-dichlorophenylalaninate

Downstream raw materials:

2-tert-butyloxycarbonylamino-3-(3,4-dichlorophenyl)propionic acid

Fmoc-3,4-dichlorophenylalanine

3-amino-4-(3,4-dichlorophenyl)butyric acid 2-trimethylsilanyl ethyl ester

[3-diazo-1-(3,4-dichlorobenzyl)-2-oxo-propyl]carbamic acid tert-butyl ester