N-[4-(2-Bromo-4,5-difluorophenoxy)phenyl]-L-asparagine

Base Information

• Chemical Name: N-[4-(2-Bromo-4,5-difluorophenoxy)phenyl]-L-asparagine
• CAS No.: 868359-05-1
• Molecular Formula: C₁₆H₁₃BrF₂N₂O₄
• Molecular Weight: 415.191
• European Community (EC) Number: 687-061-2
• UNII: 8QTE6AZR4F
• ChEMBL ID: CHEMBL1628669
• DSSTox Substance ID: DTXSID60468142
• Nikkaji Number: J2.738.372F
• Pharos Ligand ID: 716Y8ZLCK231
• Wikidata: Q7946882
• Wikipedia: WAY-213,613
• Mol file: 868359-05-1.mol

Synonyms:WAY-213613;868359-05-1;WAY 213613;N-[4-(2-Bromo-4,5-difluorophenoxy)phenyl]-L-asparagine;WAY-213,613;8QTE6AZR4F;UNII-8QTE6AZR4F;(2S)-2-amino-3-{[4-(2-bromo-4,5-difluorophenoxy)phenyl]carbamoyl}propanoic acid;N-(4-(2-Bromo-4,5-difluorophenoxy)phenyl)-L-asparagine;L-Asparagine, N-(4-(2-bromo-4,5-difluorophenoxy)phenyl)-;(2S)-2-azanyl-4-[[4-[2-bromanyl-4,5-bis(fluoranyl)phenoxy]phenyl]amino]-4-oxidanylidene-butanoic acid;GJ0;GTPL4531;CHEMBL1628669;BDBM86712;DTXSID60468142;HMS3413N17;HMS3677N17;N4-[4-(2-Bromo-4,5-difluorophenoxy)phenyl)]-L-asparagine;AKOS024457222;NCGC00378683-01;AS-83387;HY-107523;CAS_868359-05-1;CS-0028704;E77723;WAY-213613, >=98% (HPLC);Q7946882;(2S)-2-amino-4-[4-(2-bromo-4,5-difluorophenoxy)anilino]-4-oxobutanoic acid

Chemical Property of N-[4-(2-Bromo-4,5-difluorophenoxy)phenyl]-L-asparagine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 565.634°C at 760 mmHg
• PKA: 2.38±0.10(Predicted)
• Flash Point: 295.885°C
• PSA: 101.65000
• Density: 1.665g/cm³
• LogP: 4.03340
• Storage Temp.: Desiccate at RT
• Solubility.: DMSO: >10mg/mL
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 414.00268
• Heavy Atom Count: 25
• Complexity: 477

Purity/Quality:

97% ^*data from raw suppliers

WAY 213613 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=O)CC(C(=O)O)N)OC2=CC(=C(C=C2Br)F)F
• Isomeric SMILES: C1=CC(=CC=C1NC(=O)C[C@@H](C(=O)O)N)OC2=CC(=C(C=C2Br)F)F
• Uses: WAY 213613 is a selective non-substrate inhibitor of EAAT2. It is used in the methods of treating or inhibiting onset of Huntington''s disease with gene modulatory compounds.

Technology Process of N-[4-(2-Bromo-4,5-difluorophenoxy)phenyl]-L-asparagine

There total 6 articles about N-[4-(2-Bromo-4,5-difluorophenoxy)phenyl]-L-asparagine 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:

2-amino-N-[4-(2-bromo-4,5-difluoro-phenoxy)-phenyl]-succinamic acid benzyl ester → N-[4-(2-bromo-4,5-difluorophenoxy)phenyl]-L-asparagine (868359-05-1)

Guidance literature:

With copper(II) sulfate; In ethanol; at 40 ℃;

DOI:10.1016/j.bmcl.2005.08.003

Reference yield:

4-(2-bromo-4,5-difluoro-phenoxy)-phenylamine (869676-91-5) → N-[4-(2-bromo-4,5-difluorophenoxy)phenyl]-L-asparagine (868359-05-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / CH₂Cl₂

2: trifluoroacetic acid / CH₂Cl₂

3: CuSO₄ / ethanol / 40 °C

With copper(II) sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2005.08.003

Reference yield:

1-Bromo-4,5-difluoro-2-(4-nitro-phenoxy)-benzene → N-[4-(2-bromo-4,5-difluorophenoxy)phenyl]-L-asparagine (868359-05-1)

Guidance literature:

Multi-step reaction with 4 steps

1: SnCl₂ / ethanol / 80 °C

2: 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide HCl / CH₂Cl₂

3: trifluoroacetic acid / CH₂Cl₂

4: CuSO₄ / ethanol / 40 °C

With copper(II) sulfate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; tin(ll) chloride; In ethanol; dichloromethane;

DOI:10.1016/j.bmcl.2005.08.003

upstream raw materials:

4-(2-bromo-4,5-difluoro-phenoxy)-phenylamine

4-Fluoronitrobenzene

2-bromo-4,5-difluorophenol