(S)-2-((tert-Butoxycarbonyl)amino)-6-((((4-nitrobenzyl)oxy)carbonyl)amino)hexanoic acid

Base Information

• Chemical Name: (S)-2-((tert-Butoxycarbonyl)amino)-6-((((4-nitrobenzyl)oxy)carbonyl)amino)hexanoic acid
• CAS No.: 22601-53-2
• Molecular Formula: C19H27 N3 O8
• Molecular Weight: 425.43
• DSSTox Substance ID: DTXSID90569318
• Wikidata: Q72470203
• Mol file: 22601-53-2.mol

Synonyms:22601-53-2;(S)-2-((tert-Butoxycarbonyl)amino)-6-((((4-nitrobenzyl)oxy)carbonyl)amino)hexanoic acid;Boc-Lys(4-nitro-Z)-OH;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-6-[(4-nitrophenyl)methoxycarbonylamino]hexanoic acid;(S)-2-((tert-Butoxycarbonyl)amino)-6-((((4-nitrobenzyl)-oxy)carbonyl)amino)hexanoic acid;SCHEMBL10077062;DTXSID90569318;AMY22677;MFCD03093494;AKOS016011453;AS-46869;CS-0362458;F10777;N2-(tert-butoxycarbonyl)-N6-(((4-nitrobenzyl)oxy)carbonyl)-L-lysine;(S)-2-((tert-Butoxycarbonyl)amino)-6-((((4-nitrobenzyl)oxy)carbonyl)amino)hexanoicacid;N~2~-(tert-Butoxycarbonyl)-N~6~-{[(4-nitrophenyl)methoxy]carbonyl}-L-lysine;(S)-2-((tert-Butoxycarbonyl)amino)-6-((((4-nitrobenZyl)oxy)carbonyl)amino)hexanoic acid (Boc-Lys(4-NO2-CbZ)-OH)

Chemical Property of (S)-2-((tert-Butoxycarbonyl)amino)-6-((((4-nitrobenzyl)oxy)carbonyl)amino)hexanoic acid

Chemical Property:

• PSA: 159.78000
• Density: 1.268
• LogP: 4.27420
• Storage Temp.: -15°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 12
• Exact Mass: 425.17981483
• Heavy Atom Count: 30
• Complexity: 592

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-((tert-Butoxycarbonyl)amino)-6-((((40Nitrobenzyl)oxy)carbonyl)amino)hexanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCCCNC(=O)OCC1=CC=C(C=C1)[N+](=O)[O-])C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCCCNC(=O)OCC1=CC=C(C=C1)[N+](=O)[O-])C(=O)O

Technology Process of (S)-2-((tert-Butoxycarbonyl)amino)-6-((((4-nitrobenzyl)oxy)carbonyl)amino)hexanoic acid

There total 1 articles about (S)-2-((tert-Butoxycarbonyl)amino)-6-((((4-nitrobenzyl)oxy)carbonyl)amino)hexanoic acid 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:

tert-butyl fluoroformate (18595-34-1) + Nε-(4-Nitro-benzyloxycarbonyl)-L-lysin (3557-90-2) → Boc-Lys(pNZ)-OH (22601-53-2)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane;

Reference yield:

1,3-thiazolidine (504-78-9) + Boc-Lys(pNZ)-OH (22601-53-2) → C22H32N4O7S (1357067-83-4)

Guidance literature:

Boc-Lys(pNZ)-OH; With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 1h;

1,3-thiazolidine; In dichloromethane; at 0 - 20 ℃; for 18h;

Reference yield:

Boc-Lys(pNZ)-OH (22601-53-2) → C29H46N4O7S (1357067-85-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 1 h / 0 °C

1.2: 18 h / 0 - 20 °C

2.1: hydrogen / palladium 10% on activated carbon / methanol / 18 h

3.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / dichloromethane / 0 - 20 °C

4.1: water; lithium hydroxide monohydrate / methanol

With lithium hydroxide monohydrate; water; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; palladium 10% on activated carbon; In methanol; dichloromethane;

upstream raw materials:

tert-butyl fluoroformate

N^ε-(4-Nitro-benzyloxycarbonyl)-L-lysin

Downstream raw materials:

C₂₂H₃₂N₄O₇S

C₃₁H₄₈N₄O₈S

C₂₉H₄₆N₄O₇S

C₁₉H₃₀N₄O₃S