N-(2,4-Dinitrophenyl)-L-alanine methyl ester

Base Information

• Chemical Name: N-(2,4-Dinitrophenyl)-L-alanine methyl ester
• CAS No.: 10420-63-0
• Molecular Formula: C10H11 N3 O6
• Molecular Weight: 269.21
• Hs Code.: 2922499990
• European Community (EC) Number: 621-605-1
• DSSTox Substance ID: DTXSID40595349
• Nikkaji Number: J256.538B
• Wikidata: Q72472550
• Mol file: 10420-63-0.mol

Synonyms:N-(2,4-Dinitrophenyl)-L-alanine methyl ester;10420-63-0;methyl (2S)-2-(2,4-dinitroanilino)propanoate;Methyl N-(2,4-dinitrophenyl)-L-alaninate;Dnp-Ala-OMe;N-Dnp-L-alanine Methyl Ester;SCHEMBL1596478;DTXSID40595349;CHEBI:180561;MFCD00051742;AKOS015850906;HY-W141834;N-(2,4-Dinitrophenyl)-L-alaninemethylester;CS-0201630;D2135;T70035;N-(2,4-Dinitrophenyl)-L-alanine methyl ester, 97%;METHYL (2S)-2-[(2,4-DINITROPHENYL)AMINO]PROPANOATE;N-(2,4-Dinitrophenyl)-L-alanine methyl ester (Dnp-L-Ala-OMe)

Chemical Property of N-(2,4-Dinitrophenyl)-L-alanine methyl ester

Chemical Property:

• Vapor Pressure: 6.85E-07mmHg at 25°C
• Melting Point: 82 °C
• Refractive Index: 1.611
• Boiling Point: 408.7oC at 760 mmHg
• Flash Point: 201oC
• PSA: 129.97000
• Density: 1.447g/cm3
• LogP: 2.59580
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 269.06478508
• Heavy Atom Count: 19
• Complexity: 363

Purity/Quality:

98% ^*data from raw suppliers

MethylN-(2,4-Dinitrophenyl)alaninate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(=O)OC)NC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-]
• Isomeric SMILES: C[C@@H](C(=O)OC)NC1=C(C=C(C=C1)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of N-(2,4-Dinitrophenyl)-L-alanine methyl ester

There total 5 articles about N-(2,4-Dinitrophenyl)-L-alanine methyl ester 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: 86.0%

L-Alanine methyl ester (10065-72-2) + 2,4-dinitrobenzenesulfonic acid (89-02-1) → (S)-methyl 2-((2,4-dinitrophenyl)amino)propanoate (10420-63-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 3h; Green chemistry;

DOI:10.1021/acs.orglett.8b03730

Reference yield:

methanol (67-56-1) + N-(2,4-dinitro-phenyl)-L-alanine (1655-52-3) → (S)-methyl 2-((2,4-dinitrophenyl)amino)propanoate (10420-63-0)

Guidance literature:

With hydrogenchloride;

Reference yield:

2,4-Dinitrofluorobenzene (70-34-8,65727-75-5) → (S)-methyl 2-((2,4-dinitrophenyl)amino)propanoate (10420-63-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / water; ethanol / 100 °C

2: hydrogenchloride / water / 66 °C

With hydrogenchloride; sodium hydrogencarbonate; In ethanol; water;

DOI:10.1002/ejoc.201801639

upstream raw materials:

diazomethane

N-(2,4-dinitro-phenyl)-L-alanine

methanol

L-Alanine methyl ester

Refernces

• 1、 Manne, Srinivasa Rao,Chandra, Jyoti,Mandal, Bhubaneswar. "Synthesis of o-Nitroarylamines via Ipso Nucleophilic Substitution of Sulfonic Acids". supporting information. p. 636 - 639. Retrieved 2019/01/21.