4,8-bis(benzyloxycarbonyl)-N¹-[N^α,N^ε-bis(benzyloxycarbonyl)-L-lysyl]-N¹²-[N^α-(t-butoxycarbonyl)-L-asparaginyl]-4,8-diaza-1,12-dodecanediamine

Base Information

• Chemical Name: 4,8-bis(benzyloxycarbonyl)-N¹-[N^α,N^ε-bis(benzyloxycarbonyl)-L-lysyl]-N¹²-[N^α-(t-butoxycarbonyl)-L-asparaginyl]-4,8-diaza-1,12-dodecanediamine
• CAS No.: 380635-54-1
• Molecular Formula: C₅₇H₇₆N₈O₁₃
• Molecular Weight: 1081.28

Synonyms:4,8-bis(benzyloxycarbonyl)-N¹-[N^α,N^ε-bis(benzyloxycarbonyl)-L-lysyl]-N¹²-[N^α-(t-butoxycarbonyl)-L-asparaginyl]-4,8-diaza-1,12-dodecanediamine

Chemical Property of 4,8-bis(benzyloxycarbonyl)-N¹-[N^α,N^ε-bis(benzyloxycarbonyl)-L-lysyl]-N¹²-[N^α-(t-butoxycarbonyl)-L-asparaginyl]-4,8-diaza-1,12-dodecanediamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 4,8-bis(benzyloxycarbonyl)-N¹-[N^α,N^ε-bis(benzyloxycarbonyl)-L-lysyl]-N¹²-[N^α-(t-butoxycarbonyl)-L-asparaginyl]-4,8-diaza-1,12-dodecanediamine

There total 2 articles about 4,8-bis(benzyloxycarbonyl)-N¹-[N^α,N^ε-bis(benzyloxycarbonyl)-L-lysyl]-N¹²-[N^α-(t-butoxycarbonyl)-L-asparaginyl]-4,8-diaza-1,12-dodecanediamine 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: 91.0%

N-(tert-butyloxycarbonyl)-L-asparagine p-nitrophenyl ester (4587-33-1) + 4,8-bis(benzyloxycarbonyl)-N1-[Nα,Nε-bis(benzyloxycarbonyl)-L-lysyl]-4,8-diaza-1,12-dodecanediamine (380635-51-8) → 4,8-bis(benzyloxycarbonyl)-N1-[Nα,Nε-bis(benzyloxycarbonyl)-L-lysyl]-N12-[Nα-(t-butoxycarbonyl)-L-asparaginyl]-4,8-diaza-1,12-dodecanediamine (380635-54-1)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1246/bcsj.74.1743

Reference yield:

4,8-bis(benzyloxycarbonyl)-N1-[Nα,Nε-bis(benzyloxycarbonyl)-L-lysyl]-N12-t-butoxycarbonyl-4,8-diaza-1,12-dodecanediamine (380635-49-4) → 4,8-bis(benzyloxycarbonyl)-N1-[Nα,Nε-bis(benzyloxycarbonyl)-L-lysyl]-N12-[Nα-(t-butoxycarbonyl)-L-asparaginyl]-4,8-diaza-1,12-dodecanediamine (380635-54-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 99.1 percent / trifluoroacetic acid / CH₂Cl₂ / 0.5 h / 20 °C

2: 91 percent / triethylamine / dimethylformamide / 3 h / 20 °C

With triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.74.1743

Reference yield: 92.5%

4,8-bis(benzyloxycarbonyl)-N1-[Nα,Nε-bis(benzyloxycarbonyl)-L-lysyl]-N12-[Nα-(t-butoxycarbonyl)-L-asparaginyl]-4,8-diaza-1,12-dodecanediamine (380635-54-1) → 4,8-bis(benzyloxycarbonyl)-N1-[Nα,Nε-bis(benzyloxycarbonyl)-L-lysyl]-N12-L-asparaginyl-4,8-diaza-1,12-dodecanediamine (380635-56-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1246/bcsj.74.1743

upstream raw materials:

N-(tert-butyloxycarbonyl)-L-asparagine p-nitrophenyl ester

4,8-bis(benzyloxycarbonyl)-N¹-[N^α,N^ε-bis(benzyloxycarbonyl)-L-lysyl]-4,8-diaza-1,12-dodecanediamine

4,8-bis(benzyloxycarbonyl)-N¹-[N^α,N^ε-bis(benzyloxycarbonyl)-L-lysyl]-N¹²-t-butoxycarbonyl-4,8-diaza-1,12-dodecanediamine

Downstream raw materials:

4,8-bis(benzyloxycarbonyl)-N¹-[N^α,N^ε-bis(benzyloxycarbonyl)-L-lysyl]-N¹²-L-asparaginyl-4,8-diaza-1,12-dodecanediamine

4,8-bis(benzyloxycarbonyl)-N¹-[N^α,N^ε-bis(benzyloxycarbonyl)-L-lysyl]-N¹²-{N^α-[2,4-bis(benzyloxy)phenylacetyl]-L-asparaginyl}-4,8-diaza-1,12-dodecanediamine

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