N(epsilon)-Dichloroacetyllysine

Base Information

• Chemical Name: N(epsilon)-Dichloroacetyllysine
• CAS No.: 92145-83-0
• Molecular Formula: C₈H₁₄Cl₂N₂O₃
• Molecular Weight: 257.117
• DSSTox Substance ID: DTXSID60919346
• Nikkaji Number: J1.161.396I
• Mol file: 92145-83-0.mol

Synonyms:N(6)-2ClAcLys;N(epsilon)-(dichloroacetyl)lysine;N(epsilon)-dichloroacetyllysine

Chemical Property of N(epsilon)-Dichloroacetyllysine

Chemical Property:

• Vapor Pressure: 4.02E-10mmHg at 25°C
• Boiling Point: 469.7°Cat760mmHg
• Flash Point: 237.9°C
• PSA: 92.42000
• Density: 1.365g/cm³
• LogP: 1.57970
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 256.0381477
• Heavy Atom Count: 15
• Complexity: 224

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C(CCNC(=O)C(Cl)Cl)CC(C(=O)O)N
• Isomeric SMILES: C(CCNC(=O)C(Cl)Cl)C[C@@H](C(=O)O)N

Technology Process of N(epsilon)-Dichloroacetyllysine

There total 4 articles about N(epsilon)-Dichloroacetyllysine 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:

Trichloroethylene (79-01-6) + bovine serum albumin → Nε-formyl-(2S)-lysine (1190-48-3) + Nε-(Dichloroacetyl)-L-lysine (92145-83-0)

Guidance literature:

Trichloroethylene; bovine serum albumin; With α-D-glucose 6-phosphate; phenobarbital induced rat liver microsomes; nicotinamide adenine dinucleotide phosphate; yeast glucose-6-phosphate dehydrogenase; In phosphate buffer; at 37 ℃; for 0.5h; pH=7.4;

With potassium MOPS buffer; proteinase K; at 37 ℃; for 14h; pH=7.5; Title compound not separated from byproducts;

DOI:10.1021/tx000003p

Reference yield:

2-tert-butoxycarbonylamino-6-(2,2-dichloro-acetylamino)-hexanoic acid → Nε-(Dichloroacetyl)-L-lysine (92145-83-0)

Guidance literature:

With trifluoroacetic acid; In water; for 0.5h;

DOI:10.1021/ja9914240

Reference yield:

Boc-Lys-OH (13734-28-6) → Nε-(Dichloroacetyl)-L-lysine (92145-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / methanol / 2.5 h / 20 °C

2: CF₃COOH / H₂O / 0.5 h

With sodium hydroxide; trifluoroacetic acid; In methanol; water; 1: Acylation / 2: Deacetylation;

DOI:10.1021/ja9914240

upstream raw materials:

S-ethyl dichlorothiolacetate

L-Lysine hydrochloride

Trichloroethylene

Boc-Lys-OH