bis-N,N'-[N-(p-nitrophenoxycarbonyl)-L-glutamyl(δ-OtBu)]-p-xylylenediamine

Base Information

• Chemical Name: bis-N,N'-[N-(p-nitrophenoxycarbonyl)-L-glutamyl(δ-OtBu)]-p-xylylenediamine
• CAS No.: 623907-84-6
• Molecular Formula: C₄₀H₄₈N₆O₁₄
• Molecular Weight: 836.853
• Mol file: 623907-84-6.mol

Synonyms:bis-N,N'-[N-(p-nitrophenoxycarbonyl)-L-glutamyl(δ-OtBu)]-p-xylylenediamine

Chemical Property of bis-N,N'-[N-(p-nitrophenoxycarbonyl)-L-glutamyl(δ-OtBu)]-p-xylylenediamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of bis-N,N'-[N-(p-nitrophenoxycarbonyl)-L-glutamyl(δ-OtBu)]-p-xylylenediamine

There total 3 articles about bis-N,N'-[N-(p-nitrophenoxycarbonyl)-L-glutamyl(δ-OtBu)]-p-xylylenediamine 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: 55.0%

4-Nitrophenyl chloroformate (7693-46-1) + bis-N,N'-[L-glutamyl(δ-OtBu)]-p-xylylenediamine (623907-82-4) → bis-N,N'-[N-(p-nitrophenoxycarbonyl)-L-glutamyl(δ-OtBu)]-p-xylylenediamine (623907-84-6)

Guidance literature:

With pyridine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 11h;

DOI:10.1016/j.tet.2003.08.019

Reference yield:

p-xylylidenediamine (539-48-0) → bis-N,N'-[N-(p-nitrophenoxycarbonyl)-L-glutamyl(δ-OtBu)]-p-xylylenediamine (623907-84-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diisopropylcarbodiimide; 1-hydroxybenzotriazole / tetrahydrofuran / 0.75 h

1.2: 85 percent / tetrahydrofuran / 2 h / 20 °C

2.1: 92 percent / piperidine / dimethylformamide / 2 h

3.1: 55 percent / pyridine / dimethylformamide / 11 h / 0 - 20 °C

With piperidine; pyridine; benzotriazol-1-ol; diisopropyl-carbodiimide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2003.08.019

Reference yield:

bis-N,N'-[N-Fmoc-L-glutamyl(δ-OtBu)]-p-xylylenediamine (623907-80-2) → bis-N,N'-[N-(p-nitrophenoxycarbonyl)-L-glutamyl(δ-OtBu)]-p-xylylenediamine (623907-84-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / piperidine / dimethylformamide / 2 h

2: 55 percent / pyridine / dimethylformamide / 11 h / 0 - 20 °C

With piperidine; pyridine; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2003.08.019

upstream raw materials:

4-Nitrophenyl chloroformate

bis-N,N'-[L-glutamyl(δ-OtBu)]-p-xylylenediamine

p-xylylidenediamine

bis-N,N'-[N-Fmoc-L-glutamyl(δ-OtBu)]-p-xylylenediamine