6-bromo-2-carboxy-3,4-dimethoxy-N-(tert-butoxycarbonyl)aniline

Base Information

• Chemical Name: 6-bromo-2-carboxy-3,4-dimethoxy-N-(tert-butoxycarbonyl)aniline
• CAS No.: 122744-80-3
• Molecular Formula: C₁₄H₁₈BrNO₆
• Molecular Weight: 376.204
• Mol file: 122744-80-3.mol

Synonyms:6-bromo-2-carboxy-3,4-dimethoxy-N-(tert-butoxycarbonyl)aniline

Chemical Property of 6-bromo-2-carboxy-3,4-dimethoxy-N-(tert-butoxycarbonyl)aniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 6-bromo-2-carboxy-3,4-dimethoxy-N-(tert-butoxycarbonyl)aniline

There total 2 articles about 6-bromo-2-carboxy-3,4-dimethoxy-N-(tert-butoxycarbonyl)aniline 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: 48.0%

6-((tert-butoxycarbonyl)amino)-2,3-dimethoxybenzoic acid (106107-48-6) → 6-bromo-2-carboxy-3,4-dimethoxy-N-(tert-butoxycarbonyl)aniline (122744-80-3)

Guidance literature:

With bromine; sodium acetate; In acetic acid;

DOI:10.1021/jo00280a020

Reference yield:

N-((1,1-dimethylethyl)oxycarbonyl)-3,4-dimethoxyaniline (102421-43-2) → 6-bromo-2-carboxy-3,4-dimethoxy-N-(tert-butoxycarbonyl)aniline (122744-80-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-butyllithium / 1.) hexane, THF, -10 to -20 deg C, 2 h, 2.) THF

2: 48 percent / bromine, sodium acetate / acetic acid

With n-butyllithium; bromine; sodium acetate; In acetic acid;

DOI:10.1021/jo00280a020

Reference yield: 100.0%

6-bromo-2-carboxy-3,4-dimethoxy-N-(tert-butoxycarbonyl)aniline (122744-80-3) → 3-bromo-5,6-dimethoxyanthranilic acid (101460-35-9)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 5h; Ambient temperature;

DOI:10.1021/jm00166a012

upstream raw materials:

6-((tert-butoxycarbonyl)amino)-2,3-dimethoxybenzoic acid

N-((1,1-dimethylethyl)oxycarbonyl)-3,4-dimethoxyaniline

Downstream raw materials:

(S)-2-amino-3-bromo-N-<(1-ethyl-2-pyrrolidinyl)methyl>-5,6-dimethoxybenzamide

3-bromo-5,6-dimethoxyanthranilic acid