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

Base Information

• Chemical Name: N,N-di-tert-butoxycarbonyl-4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-2-nitroaniline
• CAS No.: 908865-11-2
• Molecular Formula: C₃₁H₄₂N₄O₉
• Molecular Weight: 614.696
• Mol file: 908865-11-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about N,N-di-tert-butoxycarbonyl-4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-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:

N,N-di-tert-butoxycarbonyl-4-hydroxy-2-nitroaniline (908865-10-1) + tert-butyl 7-(2-hydroxyethyl)-3,4-dihydro-1,8-naphthyridine-1(12H)-carboxylate (445490-78-8) → N,N-di-tert-butoxycarbonyl-4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-2-nitroaniline (908865-11-2)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 ℃; for 12h;

DOI:10.1016/j.ejmech.2006.03.008

Reference yield:

carbonic acid 4-amino-3-nitro-phenyl ester tert-butyl ester → N,N-di-tert-butoxycarbonyl-4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-2-nitroaniline (908865-11-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 68 percent / 4-(N,N-dimethylamino)pyridine / acetonitrile / 12 h / 20 °C

2: 94 percent / N,N-diethylethylenediamine / acetonitrile / 1 h / 20 °C

3: 2.22 g / diisopropyl azodicarboxylate; Ph₃P / tetrahydrofuran / 12 h / 0 °C

With dmap; di-isopropyl azodicarboxylate; N,N-diethylethylenediamine; triphenylphosphine; In tetrahydrofuran; acetonitrile;

DOI:10.1016/j.ejmech.2006.03.008

Reference yield:

N,N-di-tert-butoxycarbonyl-4-(tert-butoxycarbonyloxy)-2-nitroaniline (908865-09-8) → N,N-di-tert-butoxycarbonyl-4-[2-(5,6,7,8-tetrahydro[1,8]naphthyridin-2-yl)ethoxy]-2-nitroaniline (908865-11-2)

Guidance literature:

Multi-step reaction with 2 steps

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

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

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

DOI:10.1016/j.ejmech.2006.03.008

upstream raw materials:

N,N-di-tert-butoxycarbonyl-4-hydroxy-2-nitroaniline

tert-butyl 7-(2-hydroxyethyl)-3,4-dihydro-1,8-naphthyridine-1(12H)-carboxylate

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

di-tert-butyl dicarbonate

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