3-[[6-[1-[(3-methoxyphenyl)methyl]indol-6-yl]indol-1-yl]methyl]benzoic acid

Base Information

• Chemical Name: 3-[[6-[1-[(3-methoxyphenyl)methyl]indol-6-yl]indol-1-yl]methyl]benzoic acid
• CAS No.: 1613153-40-4
• Molecular Formula: C₃₂H₂₆N₂O₃
• Molecular Weight: 486.57

Synonyms:3-[[6-[1-[(3-methoxyphenyl)methyl]indol-6-yl]indol-1-yl]methyl]benzoic acid

Chemical Property of 3-[[6-[1-[(3-methoxyphenyl)methyl]indol-6-yl]indol-1-yl]methyl]benzoic acid

Chemical Property:

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Technology Process of 3-[[6-[1-[(3-methoxyphenyl)methyl]indol-6-yl]indol-1-yl]methyl]benzoic acid

There total 6 articles about 3-[[6-[1-[(3-methoxyphenyl)methyl]indol-6-yl]indol-1-yl]methyl]benzoic acid 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:

3-[1H,1'H-(6,6'-biindolyl)-1-yl-methyl]benzoic acid methyl ester (1613153-38-0) + 1-bromomethyl-3-methoxybenzene (874-98-6) → 3-[[6-[1-[(3-methoxyphenyl)methyl]indol-6-yl]indol-1-yl]methyl]benzoic acid (1613153-40-4)

Guidance literature:

3-[1H,1'H-(6,6'-biindolyl)-1-yl-methyl]benzoic acid methyl ester; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

1-bromomethyl-3-methoxybenzene; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

Reference yield:

3-[(6-bromo-1H-indol-1-yl)-methyl]-benzoic acid methyl ester (1613153-37-9) → 3-[[6-[1-[(3-methoxyphenyl)methyl]indol-6-yl]indol-1-yl]methyl]benzoic acid (1613153-40-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 4 h / Inert atmosphere; Reflux

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C

2.2: 20 °C

3.1: sodium hydroxide; water / 1 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium hydride; potassium carbonate; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; 1.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/jm500344y

Reference yield:

6-bromo-1H-indole (52415-29-9) → 3-[[6-[1-[(3-methoxyphenyl)methyl]indol-6-yl]indol-1-yl]methyl]benzoic acid (1613153-40-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 4 h / Inert atmosphere; Reflux

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 - 20 °C

3.2: 20 °C

4.1: sodium hydroxide; water / 1 h

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium hydride; potassium carbonate; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; 2.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/jm500344y

upstream raw materials:

6-bromo-1H-indole

3-methoxycarbonylbenzyl bromide

3-[(6-bromo-1H-indol-1-yl)-methyl]-benzoic acid methyl ester

3-[1H,1'H-(6,6'-biindolyl)-1-yl-methyl]benzoic acid methyl ester

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