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

Base Information

• Chemical Name: 4,8-bis(benzyloxycarbonyl)-N¹-[N^α,N^ε-bis(benzyloxycarbonyl)-L-lysyl]-N¹²-t-butoxycarbonyl-4,8-diaza-1,12-dodecanediamine
• CAS No.: 380635-49-4
• Molecular Formula: C₅₃H₇₀N₆O₁₁
• Molecular Weight: 967.172

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

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

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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MSDS Files:

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

There total 1 articles about 4,8-bis(benzyloxycarbonyl)-N¹-[N^α,N^ε-bis(benzyloxycarbonyl)-L-lysyl]-N¹²-t-butoxycarbonyl-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:

Nα,Nε-bis(carbobenzyloxy)-L-lysine N-hydroxysuccinimide ester (21160-83-8) + 4,8-bis(benzyloxycarbonyl)-N12-t-butoxycarbonyl-4,8-diaza-1,12-dodecanediamine acetate → 4,8-bis(benzyloxycarbonyl)-N1-[Nα,Nε-bis(benzyloxycarbonyl)-L-lysyl]-N12-t-butoxycarbonyl-4,8-diaza-1,12-dodecanediamine (380635-49-4)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1246/bcsj.74.1743

Reference yield: 99.1%

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]-4,8-diaza-1,12-dodecanediamine (380635-51-8)

Guidance literature:

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

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) → N12-[Nα-(2,4-dihydroxyphenylacetyl)-L-asparaginyl]-N1-L-lysyl-4,8-diaza-1,12-dodecanediamine tetrahydrochloride

Guidance literature:

Multi-step reaction with 5 steps

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

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

3: 92.5 percent / trifluoroacetic acid / CH₂Cl₂ / 0.5 h / 20 °C

4: 63.3 percent / triethylamine / dimethylformamide / 3 h / 20 °C

5: 59 percent / hydrogen / Pd black / methanol; acetic acid / 2 h / 20 °C / 760 Torr

With hydrogen; triethylamine; trifluoroacetic acid; palladium; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1246/bcsj.74.1743

upstream raw materials:

N_α,N_ε-bis(carbobenzyloxy)-L-lysine N-hydroxysuccinimide ester

Downstream raw materials:

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-L-asparaginyl-4,8-diaza-1,12-dodecanediamine

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

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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