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

Base Information

• Chemical Name: N-[N^α-(4-benzyloxyphenylacetyl)-L-asparaginyl]-N'-[7-((2-nitrobenzenesulfonyl)amino)-4-(benzyloxycarbonyl)-4-azaheptanoyl]-1,5-diaminopentane
• CAS No.: 437718-35-9
• Molecular Formula: C₄₄H₅₃N₇O₁₁S
• Molecular Weight: 888.011

Synonyms:

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

There total 12 articles about N-[N^α-(4-benzyloxyphenylacetyl)-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:

(4-benzyloxyphenyl)acetic acid succinimidyl ester (177906-35-3) + {2-[5-((S)-2-Amino-3-carbamoyl-propionylamino)-pentylcarbamoyl]-ethyl}-[3-(2-nitro-benzenesulfonylamino)-propyl]-carbamic acid benzyl ester → N-[Nα-(4-benzyloxyphenylacetyl)-L-asparaginyl]-N'-[7-((2-nitrobenzenesulfonyl)amino)-4-(benzyloxycarbonyl)-4-azaheptanoyl]-1,5-diaminopentane (437718-35-9)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1016/S0960-894X(01)00733-8

Reference yield:

{2-[5-((S)-2-Amino-3-carbamoyl-propionylamino)-pentylcarbamoyl]-ethyl}-[3-(2-nitro-benzenesulfonylamino)-propyl]-carbamic acid benzyl ester; compound with trifluoro-acetic acid + (4-benzyloxyphenyl)acetic acid succinimidyl ester (177906-35-3) → N-[Nα-(4-benzyloxyphenylacetyl)-L-asparaginyl]-N'-[7-((2-nitrobenzenesulfonyl)amino)-4-(benzyloxycarbonyl)-4-azaheptanoyl]-1,5-diaminopentane (437718-35-9)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2006.06.051

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → N-[Nα-(4-benzyloxyphenylacetyl)-L-asparaginyl]-N'-[7-((2-nitrobenzenesulfonyl)amino)-4-(benzyloxycarbonyl)-4-azaheptanoyl]-1,5-diaminopentane (437718-35-9)

Guidance literature:

Multi-step reaction with 6 steps

1: Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

2: 85 percent / aq. NaOH / methanol / 1 h / 0 - 20 °C

3: DCC / CH₂Cl₂ / 5 h / 0 °C

4: dimethylformamide / 0.5 h / 20 °C

5: TFA / CHCl₃ / 1 h / 0 - 20 °C

6: Et₃N / dimethylformamide / 2 h / 20 °C

With sodium hydroxide; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In methanol; dichloromethane; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(01)00733-8

upstream raw materials:

(4-benzyloxyphenyl)acetic acid succinimidyl ester

benzyl chloroformate

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

N-(6-aminopropyl)-2-nitrobenzenesulfonamide

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