Z-Lys(boc)-ome

Base Information

• Chemical Name: Z-Lys(boc)-ome
• CAS No.: 2389-49-3
• Molecular Formula: C20H30 N2 O6
• Molecular Weight: 394.468
• European Community (EC) Number: 219-222-6
• Nikkaji Number: J216.031E
• Mol file: 2389-49-3.mol

Synonyms:Z-LYS(BOC)-OME;2389-49-3;METHYL 6-N-BOC-2-N-CBZ-L-LYSINATE;(S)-Methyl 2-(((benzyloxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)hexanoate;Cbz-Lys(Boc)-OMe;Z-L-Lys(Boc)OMe;SCHEMBL13430768;methyl (2S)-6-[(2-methylpropan-2-yl)oxycarbonylamino]-2-(phenylmethoxycarbonylamino)hexanoate;MFCD08272339;AKOS027251006;AS-30054;NS00050188;Methyl N2-((benzyloxy)carbonyl)-N6-(tert-butoxycarbonyl)-L-lysinate;(S)-Methyl 2-(benzyloxycarbonylamino)-6-(tert-butoxycarbonylamino)hexanoate;(S)-Methyl2-(((benzyloxy)carbonyl)amino)-6-((tert-butoxycarbonyl)amino)hexanoate;(s)-methyl 13,13-dimethyl-3,11-dioxo-1-phenyl-2,12-dioxa-4,10-diazatetradecane-5-carboxylate

Chemical Property of Z-Lys(boc)-ome

Chemical Property:

• Vapor Pressure: 6.34E-12mmHg at 25°C
• Melting Point: 62.5-63.5 °C
• Boiling Point: 544.7°Cat760mmHg
• PKA: 10.95±0.46(Predicted)
• Flash Point: 283.2°C
• PSA: 102.96000
• Density: 1.13g/cm³
• LogP: 3.93120
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 13
• Exact Mass: 394.21038668
• Heavy Atom Count: 28
• Complexity: 497

Purity/Quality:

98%Min ^*data from raw suppliers

Z-Lys(Boc)-OMe ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCCCC(C(=O)OC)NC(=O)OCC1=CC=CC=C1
• Isomeric SMILES: CC(C)(C)OC(=O)NCCCC[C@@H](C(=O)OC)NC(=O)OCC1=CC=CC=C1
• Uses: Z-Lys(Boc)-OMe is used in the preparation and surfactant-free synthesis of stimuli-responsive cationic nanoparticles.

Technology Process of Z-Lys(boc)-ome

There total 20 articles about Z-Lys(boc)-ome 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: 99.0%

methanol (67-56-1) + Z-Lys(Boc)-OH (2389-60-8) → Nα-(benzyloxycarbonyl)-Nε-(tert-butoxycarbonyl)-L-lysine methyl ester (2389-49-3)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In dichloromethane; at 20 ℃; for 2h; pH=8;

DOI:10.1021/jm011110z

Reference yield: 97.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + Z-Lys(Boc)-OH (2389-60-8) → Nα-(benzyloxycarbonyl)-Nε-(tert-butoxycarbonyl)-L-lysine methyl ester (2389-49-3)

Guidance literature:

In diethyl ether; ethanol; at 0 ℃; for 0.5h;

DOI:10.1021/jo00233a006

Reference yield: 96.0%

Z-Lys(Boc)-OH (2389-60-8) → Nα-(benzyloxycarbonyl)-Nε-(tert-butoxycarbonyl)-L-lysine methyl ester (2389-49-3)

Guidance literature:

Z-Lys(Boc)-OH; With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

With methyl iodide; In N,N-dimethyl-formamide; at 20 ℃;

upstream raw materials:

diazomethane

N^α-benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-L-lysine dicyclohexylamine salt

methanol

N-(tert-butyloxycarbonyl) azide

Downstream raw materials:

(S)-methyl 6-amino-2-(benzyloxycarbonylamino)hexanoate

tert-butyl-N-[(5S)-5-(benzyloxycarbonylamino)-6-oxo-hexyl]carbamate

N-(benzyloxycarbonyl)lysine methyl ester hydrochloride

N^α-(benzyloxycarbonyl)-N^ε-(tert-butoxycarbonyl)-L-lysinal semicarbazone

Refernces

• 1、 -. "Conjugated TLR7 and/or TLR8 and TLR2 polycationic agonists". Paragraph 0323. . Retrieved 2014/09/03.
• 2、 -. "Novel compositions of TLR7 and/or TLR8 agonists conjugated to lipids". Paragraph 0174; 0175. . Retrieved 2014/01/08.