Nα-(4-nitrobenzoyl)-Nε-Boc-lysylalanylalanine methyl ester

Base Information

• Chemical Name: Nα-(4-nitrobenzoyl)-Nε-Boc-lysylalanylalanine methyl ester
• CAS No.: 1278592-50-9
• Molecular Formula: C₂₅H₃₇N₅O₉
• Molecular Weight: 551.597
• Mol file: 1278592-50-9.mol

Synonyms:Nα-(4-nitrobenzoyl)-Nε-Boc-lysylalanylalanine methyl ester

Chemical Property of Nα-(4-nitrobenzoyl)-Nε-Boc-lysylalanylalanine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of Nα-(4-nitrobenzoyl)-Nε-Boc-lysylalanylalanine methyl ester

There total 6 articles about Nα-(4-nitrobenzoyl)-Nε-Boc-lysylalanylalanine methyl 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: 42.0%

Nα-Boc-lysylalanylalanine methyl ester (1278592-49-6) + 4-nitro-benzoyl chloride (122-04-3) → Nα-(4-nitrobenzoyl)-Nε-Boc-lysylalanylalanine methyl ester (1278592-50-9)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 0.5h; Cooling with ice;

DOI:10.1039/c0ob00774a

Reference yield:

Nα-Fmoc-Nε-Boc-lysylalanylalanine methyl ester (1278592-48-5) → Nα-(4-nitrobenzoyl)-Nε-Boc-lysylalanylalanine methyl ester (1278592-50-9)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine / N,N-dimethyl-formamide / 0.33 h

2: triethylamine / tetrahydrofuran / 0.5 h / Cooling with ice

With piperidine; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1039/c0ob00774a

Reference yield:

(S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanoate (19794-10-6,51513-86-1,59602-19-6,71257-75-5,71257-76-6) → Nα-(4-nitrobenzoyl)-Nε-Boc-lysylalanylalanine methyl ester (1278592-50-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylsilane / dichloromethane / 0.5 h

2.1: sodium hydride / tetrahydrofuran / Cooling with ice

2.2: 1.5 h / Cooling with ice

3.1: piperidine / N,N-dimethyl-formamide / 0.33 h

4.1: triethylamine / tetrahydrofuran / 0.5 h / Cooling with ice

With piperidine; triethylsilane; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c0ob00774a

upstream raw materials:

Nα-Fmoc-Nε-Boc-lysylalanylalanine methyl ester

Nα-Boc-lysylalanylalanine methyl ester

4-nitro-benzoyl chloride

(S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanoate

Downstream raw materials:

Nα-(4-nitrobenzoyl)-Nε-thioacetyllysylalanylalanine methyl ester

Refernces