N,N-di-tert-butoxycarbonyl-4-(tert-butoxycarbonyloxy)-2-nitroaniline

Base Information

• Chemical Name: N,N-di-tert-butoxycarbonyl-4-(tert-butoxycarbonyloxy)-2-nitroaniline
• CAS No.: 908865-09-8
• Molecular Formula: C₂₁H₃₀N₂O₉
• Molecular Weight: 454.477
• Mol file: 908865-09-8.mol

Synonyms:N,N-di-tert-butoxycarbonyl-4-(tert-butoxycarbonyloxy)-2-nitroaniline

Chemical Property of N,N-di-tert-butoxycarbonyl-4-(tert-butoxycarbonyloxy)-2-nitroaniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-di-tert-butoxycarbonyl-4-(tert-butoxycarbonyloxy)-2-nitroaniline

There total 2 articles about N,N-di-tert-butoxycarbonyl-4-(tert-butoxycarbonyloxy)-2-nitroaniline 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: 68.0%

carbonic acid 4-amino-3-nitro-phenyl ester tert-butyl ester + di-tert-butyl dicarbonate (24424-99-5) → N,N-di-tert-butoxycarbonyl-4-(tert-butoxycarbonyloxy)-2-nitroaniline (908865-09-8)

Guidance literature:

With dmap; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1016/j.ejmech.2006.03.008

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + 4-hydroxy-2-nitroaniline (610-81-1) → N,N-di-tert-butoxycarbonyl-4-(tert-butoxycarbonyloxy)-2-nitroaniline (908865-09-8)

Guidance literature:

With dmap; In 1,4-dioxane; at 70 ℃; for 2h; Inert atmosphere;

Reference yield:

N,N-di-tert-butoxycarbonyl-4-(tert-butoxycarbonyloxy)-2-nitroaniline (908865-09-8) → 4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-2-nitroaniline (908865-12-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / N,N-diethylethylenediamine / acetonitrile / 1 h / 20 °C

2: 2.22 g / diisopropyl azodicarboxylate; Ph₃P / tetrahydrofuran / 12 h / 0 °C

3: 40 percent / trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

With di-isopropyl azodicarboxylate; N,N-diethylethylenediamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1016/j.ejmech.2006.03.008

upstream raw materials:

di-tert-butyl dicarbonate

4-hydroxy-2-nitroaniline

Downstream raw materials:

4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-2-nitroaniline

4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-N-formyl-2-nitroaniline

N,N-di-tert-butoxycarbonyl-4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-2-nitroaniline