N(6),N(6)-Dimethyl-L-lysine

Base Information

• Chemical Name: N(6),N(6)-Dimethyl-L-lysine
• CAS No.: 2259-86-1
• Molecular Formula: C8H18N2O2
• Molecular Weight: 174.243
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID60945241
• Nikkaji Number: J440.805E
• Wikidata: Q27104521
• Metabolomics Workbench ID: 52356
• Mol file: 2259-86-1.mol

Synonyms:epsilon N-dimethyllysine;N,N-dimethyl lysine

Chemical Property of N(6),N(6)-Dimethyl-L-lysine

Chemical Property:

• Vapor Pressure: 0.000502mmHg at 25°C
• Refractive Index: 1.486
• Boiling Point: 290.9 °C at 760 mmHg
• Flash Point: 129.7 °C
• PSA: 66.56000
• Density: 1.046 g/cm³
• LogP: 0.83050
• Storage Temp.: 2-8°C
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 174.136827821
• Heavy Atom Count: 12
• Complexity: 137

Purity/Quality:

98%Min ^*data from raw suppliers

H-Lys(Me)2-OHHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CN(C)CCCCC(C(=O)O)N
• Isomeric SMILES: CN(C)CCCC[C@@H](C(=O)O)N

Technology Process of N(6),N(6)-Dimethyl-L-lysine

There total 12 articles about N(6),N(6)-Dimethyl-L-lysine 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) + L-lysine (56-87-1,3506-25-0) → Nε-Monomethyl-L-lysin (1188-07-4,16105-95-6) + Nε,Nε-dimethyl-L-lysine (2259-86-1) + Nε,Nε,Nε-Trimethyl-L-lysin (2408-79-9,23284-33-5,27462-53-9)

Guidance literature:

In water; for 12h; Mechanism;

Reference yield:

N2-(tert-butoxycarbonyl)-N,N-dimethyl-D-lysine → Nε,Nε-dimethyl-L-lysine (2259-86-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jm061143k

Reference yield:

Nα-benzoyl-L-lysine (366-74-5,116783-33-6,127026-26-0) → Nε,Nε-dimethyl-L-lysine (2259-86-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂, H₂O / Pd-C

2: aq. HCl / Heating

With hydrogenchloride; water; hydrogen; palladium on activated charcoal;

DOI:10.1139/v64-301

upstream raw materials:

α-N-Benzoyl-ε-N,ε-N-dimethyl-L-lysin

formaldehyd

L-lysine

N^α-benzoyl-L-lysine

Downstream raw materials:

N₂-{[(3R,5R)-3-butyl-3-ethyl-7-(methyloxy)-1,1-dioxido-5-phenyl-2,3,4,5-tetrahydro-1,4-benzothiazepin-8-yl]methyl}-N₆,N₆-dimethyl-L-lysine ammonium salt

Refernces

• 1、 -. "Peptide Tyrosinase Activators". . . Retrieved 2015/06/10.
• 2、 Tyihak,Trezl,Rusznak. "Spontaneous N epsilon-methylation of L-lysine by formaldehyde.". . p. 18 - 20. Retrieved 2007/10/02.