N^α-[5-(benzyloxycarbonylamino)pentylcarbonyl]-N^ε-(benzyloxycarbonyl)-L-lysine benzyl ester

Base Information

• Chemical Name: N^α-[5-(benzyloxycarbonylamino)pentylcarbonyl]-N^ε-(benzyloxycarbonyl)-L-lysine benzyl ester
• CAS No.: 1063606-34-7
• Molecular Formula: C₃₅H₄₃N₃O₇
• Molecular Weight: 617.742
• Mol file: 1063606-34-7.mol

Synonyms:N^α-[5-(benzyloxycarbonylamino)pentylcarbonyl]-N^ε-(benzyloxycarbonyl)-L-lysine benzyl ester

Chemical Property of N^α-[5-(benzyloxycarbonylamino)pentylcarbonyl]-N^ε-(benzyloxycarbonyl)-L-lysine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N^α-[5-(benzyloxycarbonylamino)pentylcarbonyl]-N^ε-(benzyloxycarbonyl)-L-lysine benzyl ester

There total 3 articles about N^α-[5-(benzyloxycarbonylamino)pentylcarbonyl]-N^ε-(benzyloxycarbonyl)-L-lysine benzyl ester 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: 47.0%

Nε-carbobenzoxy-L-lysine benzyl ester hydrochloride (6366-70-7) + N-hydroxysuccinimide ester of 6-{[(benzyloxy)carbonyl]amino}hexanoic acid (53733-98-5) → Nα-[5-(benzyloxycarbonylamino)pentylcarbonyl]-Nε-(benzyloxycarbonyl)-L-lysine benzyl ester (1063606-34-7)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 100 ℃; for 72h;

DOI:10.1246/cl.2007.828

Reference yield: 47.0%

Lys(Z)-OBzl (24458-14-8) + N-hydroxysuccinimide ester of 6-{[(benzyloxy)carbonyl]amino}hexanoic acid (53733-98-5) → Nα-[5-(benzyloxycarbonylamino)pentylcarbonyl]-Nε-(benzyloxycarbonyl)-L-lysine benzyl ester (1063606-34-7)

Guidance literature:

In N,N-dimethyl-formamide; at 100 ℃; for 72h;

DOI:10.1016/j.tet.2008.05.040

Reference yield:

6-(benzyloxycarbonylamino)hexanoic acid (1947-00-8) → Nα-[5-(benzyloxycarbonylamino)pentylcarbonyl]-Nε-(benzyloxycarbonyl)-L-lysine benzyl ester (1063606-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / N,N'-dicyclohexylcarbodiimide / tetrahydrofuran / 48 h / 20 °C

2: 47 percent / triethylamine / dimethylformamide / 72 h / 100 °C

With triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1246/cl.2007.828

upstream raw materials:

N^ε-carbobenzoxy-L-lysine benzyl ester hydrochloride

N-hydroxysuccinimide ester of 6-{[(benzyloxy)carbonyl]amino}hexanoic acid

6-(benzyloxycarbonylamino)hexanoic acid

Lys(Z)-OBzl

Downstream raw materials:

N^α-[5-(cinnamoylamino)pentylcarbonyl]-N^ε-cinnamoyl-L-lysine