1,3-dimethyl 2-[4-[(tert-butoxycarbonyl)amino]-2-nitrophenyl]propanedioate

Base Information

• Chemical Name: 1,3-dimethyl 2-[4-[(tert-butoxycarbonyl)amino]-2-nitrophenyl]propanedioate
• CAS No.: 512180-64-2
• Molecular Formula: C₁₆H₂₀N₂O₈
• Molecular Weight: 368.343
• Mol file: 512180-64-2.mol

Synonyms:1,3-dimethyl 2-[4-[(tert-butoxycarbonyl)amino]-2-nitrophenyl]propanedioate

Chemical Property of 1,3-dimethyl 2-[4-[(tert-butoxycarbonyl)amino]-2-nitrophenyl]propanedioate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3-dimethyl 2-[4-[(tert-butoxycarbonyl)amino]-2-nitrophenyl]propanedioate

There total 3 articles about 1,3-dimethyl 2-[4-[(tert-butoxycarbonyl)amino]-2-nitrophenyl]propanedioate 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: 86.95%

malonic acid dimethyl ester (108-59-8) + N-(tert-butoxycarbonyl)-4-fluoro-3-nitroaniline (332370-72-6) → 1,3-dimethyl 2-[4-[(tert-butoxycarbonyl)amino]-2-nitrophenyl]propanedioate (512180-64-2)

Guidance literature:

malonic acid dimethyl ester; With sodium hydride; In dimethyl sulfoxide; at 10 - 25 ℃; for 1h;

N-(tert-butoxycarbonyl)-4-fluoro-3-nitroaniline; In dimethyl sulfoxide; at 90 ℃; for 2h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 1,3-dimethyl 2-[4-[(tert-butoxycarbonyl)amino]-2-nitrophenyl]propanedioate (512180-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 80 °C

2: NaH / dimethylsulfoxide

With sodium hydride; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.2533/000942903777679271

Reference yield:

4-Fluoro-3-nitroaniline (364-76-1) → 1,3-dimethyl 2-[4-[(tert-butoxycarbonyl)amino]-2-nitrophenyl]propanedioate (512180-64-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 80 °C

2: NaH / dimethylsulfoxide

With sodium hydride; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.2533/000942903777679271

upstream raw materials:

malonic acid dimethyl ester

N-(tert-butoxycarbonyl)-4-fluoro-3-nitroaniline

di-tert-butyl dicarbonate

4-Fluoro-3-nitroaniline

Downstream raw materials:

benzoic acid [6-tert-butoxycarbonylamino-1-(2,2-dimethyl-propionyloxy)-2-oxo-1,2-dihydro-indol-3-ylidene]-phenyl-methyl ester

{4-[(tert-butoxycarbonyl)amino]-2-nitrophenyl}acetic acid

Refernces

• 1、 -. "DIAMINOPYRIMIDINE DERIVATIVES AND PROCESSES FOR THE PREPARATION THEREOF". Page/Page column 24. . Retrieved 2012/09/11.