N-2,N⁶-Bis<(benzyloxy)carbonyl>-L-lysyl-N'-acetyl>-L-alanyl>hexane-1,6-diamine

Base Information

• Chemical Name: N-2,N⁶-Bis<(benzyloxy)carbonyl>-L-lysyl-N'-acetyl>-L-alanyl>hexane-1,6-diamine
• CAS No.: 145118-33-8
• Molecular Formula: C₄₈H₅₈N₆O₈
• Molecular Weight: 847.024
• Mol file: 145118-33-8.mol

Synonyms:

Chemical Property of N-2,N⁶-Bis<(benzyloxy)carbonyl>-L-lysyl-N'-acetyl>-L-alanyl>hexane-1,6-diamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-2,N⁶-Bis<(benzyloxy)carbonyl>-L-lysyl-N'-acetyl>-L-alanyl>hexane-1,6-diamine

There total 7 articles about N-2,N⁶-Bis<(benzyloxy)carbonyl>-L-lysyl-N'-acetyl>-L-alanyl>hexane-1,6-diamine 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: 40.7%

4-Nitrophenyl <(5-Benzyloxy)-1H-indol-3-yl>acetate (145118-11-2) + N-(L-Alanyl)-N'-2,N6-bis<(benzyloxy)carbonyl>-L-lysyl>hexane-1,6-diamine Hydrochloride (145118-31-6) → N-2,N6-Bis<(benzyloxy)carbonyl>-L-lysyl-N'-acetyl>-L-alanyl>hexane-1,6-diamine (145118-33-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; for 18h;

DOI:10.1002/hlca.19920750617

Reference yield:

2-(5-benzyloxy-1H-indol-3-yl)acetic acid (4382-53-0) → N-2,N6-Bis<(benzyloxy)carbonyl>-L-lysyl-N'-acetyl>-L-alanyl>hexane-1,6-diamine (145118-33-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 62.8 percent / N,N'-dicyclohexylcarbodiimide (DCC) / ethyl acetate / 1) ice-bath, 1 h, 2) r.t., 18 h

2: 40.7 percent / Et₃N / tetrahydrofuran; methanol; dimethylformamide / 18 h

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

DOI:10.1002/hlca.19920750617

Reference yield:

N-(tert-butoxycarbonyl)-1,6-diaminohexane hydrochloride (65915-94-8) → N-2,N6-Bis<(benzyloxy)carbonyl>-L-lysyl-N'-acetyl>-L-alanyl>hexane-1,6-diamine (145118-33-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 94.9 percent / Et₃N / tetrahydrofuran / 40 h

2: 94.3 percent / HCl / dioxane / 0.67 h

3: 71.1 percent / Et₃N / tetrahydrofuran / 18 h

4: 95.8 percent / HCl / dioxane / 0.67 h

5: 40.7 percent / Et₃N / tetrahydrofuran; methanol; dimethylformamide / 18 h

With hydrogenchloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19920750617

upstream raw materials:

4-Nitrophenyl <(5-Benzyloxy)-1H-indol-3-yl>acetate

N-(L-Alanyl)-N'-2,N⁶-bis<(benzyloxy)carbonyl>-L-lysyl>hexane-1,6-diamine Hydrochloride

4-nitrophenyl N₂,N₆-bis[(phenylmethoxy)carbonyl]-L-lysinate

2-(5-benzyloxy-1H-indol-3-yl)acetic acid