N-[N^α-(tert-butoxycarbonyl)-L-asparaginyl]-N'-(2-nitrobenzenesulfonyl)-1,4-diaminopentane

Base Information

• Chemical Name: N-[N^α-(tert-butoxycarbonyl)-L-asparaginyl]-N'-(2-nitrobenzenesulfonyl)-1,4-diaminopentane
• CAS No.: 437718-26-8
• Molecular Formula: C₁₉H₂₉N₅O₈S
• Molecular Weight: 487.534
• Mol file: 437718-26-8.mol

Synonyms:N-[N^α-(tert-butoxycarbonyl)-L-asparaginyl]-N'-(2-nitrobenzenesulfonyl)-1,4-diaminopentane

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

There total 1 articles about N-[N^α-(tert-butoxycarbonyl)-L-asparaginyl]-N'-(2-nitrobenzenesulfonyl)-1,4-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: 95.0%

N-(tert-butyloxycarbonyl)-L-asparagine p-nitrophenyl ester (4587-33-1) + N-(4-aminobutan-1-yl)-2-nitrobenzenesulfonamide (211512-13-9) → N-[Nα-(tert-butoxycarbonyl)-L-asparaginyl]-N'-(2-nitrobenzenesulfonyl)-1,4-diaminopentane (437718-26-8)

Guidance literature:

In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h;

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

Reference yield: 94.0%

7-((benzyloxycarbonyl)amino)-4-(2-nitrobenzrnesulfonyl)-4-azaheptan-1-yl bromide (437718-27-9) + N-[Nα-(tert-butoxycarbonyl)-L-asparaginyl]-N'-(2-nitrobenzenesulfonyl)-1,4-diaminopentane (437718-26-8) → {3-[{3-[[4-(2-tert-butoxycarbonylamino-3-carbamoyl-propionylamino)-butyl]-(2-nitro-benzenesulfonyl)-amino]-propyl}-(2-nitro-benzenesulfonyl)-amino]-propyl}-carbamic acid benzyl ester (437718-28-0)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; caesium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 1h;

DOI:10.1016/S0960-894X(01)00733-8 DOI:10.1016/j.tet.2006.06.051

Reference yield:

N-[Nα-(tert-butoxycarbonyl)-L-asparaginyl]-N'-(2-nitrobenzenesulfonyl)-1,4-diaminopentane (437718-26-8) → {3-[{3-[[4-((S)-2-Amino-3-carbamoyl-propionylamino)-butyl]-(2-nitro-benzenesulfonyl)-amino]-propyl}-(2-nitro-benzenesulfonyl)-amino]-propyl}-carbamic acid benzyl ester; compound with trifluoro-acetic acid

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / Cs₂CO₃; TBAI / dimethylformamide / 1 h / 70 °C

2: CHCl₃ / 1 h / 20 °C

With tetra-(n-butyl)ammonium iodide; caesium carbonate; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2006.06.051

upstream raw materials:

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

N-(4-aminobutan-1-yl)-2-nitrobenzenesulfonamide

Downstream raw materials:

{3-[{3-[[4-(2-tert-butoxycarbonylamino-3-carbamoyl-propionylamino)-butyl]-(2-nitro-benzenesulfonyl)-amino]-propyl}-(2-nitro-benzenesulfonyl)-amino]-propyl}-carbamic acid benzyl ester

{3-[{3-[{4-[3-carbamoyl-2-(2-1H-indol-3-yl-acetylamino)-propionylamino]-butyl}-(2-nitro-benzenesulfonyl)-amino]-propyl}-(2-nitro-benzenesulfonyl)-amino]-propyl}-carbamic acid benzyl ester