3-[2-(4'-tert-butylbiphenyl-4-yloxy)acetylamino]benzoic acid methyl ester

Base Information

• Chemical Name: 3-[2-(4'-tert-butylbiphenyl-4-yloxy)acetylamino]benzoic acid methyl ester
• CAS No.: 1360869-74-4
• Molecular Formula: C₂₆H₂₇NO₄
• Molecular Weight: 417.505
• Mol file: 1360869-74-4.mol

Synonyms:3-[2-(4'-tert-butylbiphenyl-4-yloxy)acetylamino]benzoic acid methyl ester

Chemical Property of 3-[2-(4'-tert-butylbiphenyl-4-yloxy)acetylamino]benzoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[2-(4'-tert-butylbiphenyl-4-yloxy)acetylamino]benzoic acid methyl ester

There total 4 articles about 3-[2-(4'-tert-butylbiphenyl-4-yloxy)acetylamino]benzoic acid methyl ester 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: 15.0%

3-[2-(4-bromophenoxy)acetylamino]benzoic acid methyl ester (303794-33-4) + p-tert-butylphenylboronic acid (123324-71-0) → 3-[2-(4'-tert-butylbiphenyl-4-yloxy)acetylamino]benzoic acid methyl ester (1360869-74-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In ethanol; water; toluene; for 16h; Reflux; Inert atmosphere;

DOI:10.1016/j.bmc.2011.10.051

Reference yield:

(4-bromophenoxy)acetic acid (1878-91-7) → 3-[2-(4'-tert-butylbiphenyl-4-yloxy)acetylamino]benzoic acid methyl ester (1360869-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 48 h / 20 °C / Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / ethanol; water; toluene / 16 h / Reflux; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In ethanol; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmc.2011.10.051

Reference yield:

4-bromo-phenol (106-41-2) → 3-[2-(4'-tert-butylbiphenyl-4-yloxy)acetylamino]benzoic acid methyl ester (1360869-74-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 20 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 48 h / 20 °C / Inert atmosphere

4.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / ethanol; water; toluene / 16 h / Reflux; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium hydroxide monohydrate; sodium hydrogencarbonate; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmc.2011.10.051

upstream raw materials:

3-[2-(4-bromophenoxy)acetylamino]benzoic acid methyl ester

p-tert-butylphenylboronic acid

(4-bromophenoxy)acetic acid

4-bromo-phenol

Downstream raw materials:

3-[2-(4'-tert-butylbiphenyl-4-yloxy)acetylamino]benzoic acid