N-[N^α-(tert-butoxycarbonyl)-L-asparaginyl]-N'-[7-((2-nitrobenzenesulfonyl)amino)-4-(benzyloxycarbonyl)-4-azaheptanoyl]-1,5-diaminopentane

Base Information

• Chemical Name: N-[N^α-(tert-butoxycarbonyl)-L-asparaginyl]-N'-[7-((2-nitrobenzenesulfonyl)amino)-4-(benzyloxycarbonyl)-4-azaheptanoyl]-1,5-diaminopentane
• CAS No.: 437718-34-8
• Molecular Formula: C₃₄H₄₉N₇O₁₁S
• Molecular Weight: 763.869
• Mol file: 437718-34-8.mol

Synonyms:

Chemical Property of N-[N^α-(tert-butoxycarbonyl)-L-asparaginyl]-N'-[7-((2-nitrobenzenesulfonyl)amino)-4-(benzyloxycarbonyl)-4-azaheptanoyl]-1,5-diaminopentane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[N^α-(tert-butoxycarbonyl)-L-asparaginyl]-N'-[7-((2-nitrobenzenesulfonyl)amino)-4-(benzyloxycarbonyl)-4-azaheptanoyl]-1,5-diaminopentane

There total 9 articles about N-[N^α-(tert-butoxycarbonyl)-L-asparaginyl]-N'-[7-((2-nitrobenzenesulfonyl)amino)-4-(benzyloxycarbonyl)-4-azaheptanoyl]-1,5-diaminopentane 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:

N-(tert-butyloxycarbonyl)-L-asparagine p-nitrophenyl ester (4587-33-1) → N-[Nα-(tert-butoxycarbonyl)-L-asparaginyl]-N'-[7-((2-nitrobenzenesulfonyl)amino)-4-(benzyloxycarbonyl)-4-azaheptanoyl]-1,5-diaminopentane (437718-34-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / Et₃N / dimethylformamide / 0 - 20 °C

2: 85 percent / 2-mercaptoethanol; DBU / dimethylformamide / 0.5 h / 20 °C

3: 505 mg / dimethylformamide / 0.5 h / 20 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 2-hydroxyethanethiol; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2006.06.051

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-[Nα-(tert-butoxycarbonyl)-L-asparaginyl]-N'-[7-((2-nitrobenzenesulfonyl)amino)-4-(benzyloxycarbonyl)-4-azaheptanoyl]-1,5-diaminopentane (437718-34-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 796 mg / Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: 85 percent / NaOH / methanol; H₂O / 1 h / 20 °C

3: DCC / CH₂Cl₂ / 5 h / 0 °C

4: 505 mg / dimethylformamide / 0.5 h / 20 °C

With sodium hydroxide; triethylamine; dicyclohexyl-carbodiimide; In methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2006.06.051

Reference yield:

N-(6-aminopropyl)-2-nitrobenzenesulfonamide (240423-09-0) → N-[Nα-(tert-butoxycarbonyl)-L-asparaginyl]-N'-[7-((2-nitrobenzenesulfonyl)amino)-4-(benzyloxycarbonyl)-4-azaheptanoyl]-1,5-diaminopentane (437718-34-8)

Guidance literature:

Multi-step reaction with 5 steps

1: ethanol / 5 h / 20 °C

2: 796 mg / Et₃N / CH₂Cl₂ / 2 h / 20 °C

3: 85 percent / NaOH / methanol; H₂O / 1 h / 20 °C

4: DCC / CH₂Cl₂ / 5 h / 0 °C

5: 505 mg / dimethylformamide / 0.5 h / 20 °C

With sodium hydroxide; triethylamine; dicyclohexyl-carbodiimide; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2006.06.051

upstream raw materials:

N-[N^α-(tert-butoxycarbonyl)-L-asparaginyl]-1,5-diaminopentane

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

benzyl chloroformate

N-(6-aminopropyl)-2-nitrobenzenesulfonamide

Downstream raw materials:

N-[N^α-(4-benzyloxyphenylacetyl)-L-asparaginyl]-N'-[7-((2-nitrobenzenesulfonyl)amino)-4-(benzyloxycarbonyl)-4-azaheptanoyl]-1,5-diaminopentane