4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-2-(4-methoxybenzyl)-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indole

Base Information

• Chemical Name: 4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-2-(4-methoxybenzyl)-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indole
• CAS No.: 1269631-53-9
• Molecular Formula: C₅₀H₅₀N₄O₆
• Molecular Weight: 802.97

Synonyms:4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-2-(4-methoxybenzyl)-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indole

Chemical Property of 4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-2-(4-methoxybenzyl)-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-2-(4-methoxybenzyl)-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indole

There total 21 articles about 4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-2-(4-methoxybenzyl)-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indole 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: 92.0%

2-azido-1-tert-butoxy-3-iodobenzene (1246523-44-3) + 6-methoxy-2-(4-methoxybenzyl)-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (1269631-52-8) → 4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-2-(4-methoxybenzyl)-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indole (1269631-53-9)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 3h;

DOI:10.1002/asia.201000544

Reference yield:

4-bromo-6-methoxy-3,7-bis-(4-methoxy-phenyl)-2,3-dihydro-1H-indole (1246523-50-1) → 4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-2-(4-methoxybenzyl)-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indole (1269631-53-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 1 h / 20 °C

2.1: potassium hydroxide / N,N-dimethyl-formamide / 0.17 h / 20 °C

2.2: 2 h

3.1: ytterbium(III) triflate / dichloromethane / 2.5 h / 0 °C

4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 2 h / Reflux

5.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydroxide / 1,4-dioxane; water / 3 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hydroxide; sodium hydroxide; ytterbium(III) triflate; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; toluene; 5.1: Suzuki-Miyaura coupling;

DOI:10.1002/asia.201000544

Reference yield:

4-bromo-6-methoxy-3,7-bis-(4-methoxy-phenyl)-1H-indole (1246523-51-2) → 4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-2-(4-methoxybenzyl)-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indole (1269631-53-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium hydroxide / N,N-dimethyl-formamide / 0.17 h / 20 °C

1.2: 2 h

2.1: ytterbium(III) triflate / dichloromethane / 2.5 h / 0 °C

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 2 h / Reflux

4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydroxide / 1,4-dioxane; water / 3 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; potassium hydroxide; sodium hydroxide; ytterbium(III) triflate; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; 4.1: Suzuki-Miyaura coupling;

DOI:10.1002/asia.201000544

upstream raw materials:

2-azido-1-tert-butoxy-3-iodobenzene

6-methoxy-2-(4-methoxybenzyl)-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

4-bromo-6-methoxy-3,7-bis-(4-methoxy-phenyl)-2,3-dihydro-1H-indole

4-bromo-6-methoxy-3,7-bis-(4-methoxy-phenyl)-1H-indole

Downstream raw materials:

5-methoxy-2-(4-methoxybenzyl)-3-(4-methoxyphenethyl)-1,4-bis(4-methoxyphenyl)-3,6-dihydropyrrolo[2,3-c]carbazol-7-ol

5-methoxy-2-(4-methoxybenzyl)-3-(4-methoxyphenethyl)-1,4-bis(4-methoxyphenyl)-3,6-dihydropyrrolo[2,3-c]carbazol-7-yl 2,2,2-trichloroethyl sulfate

5-hydroxy-2-(4-hydroxybenzyl)-3-(4-hydroxyphenethyl)-1,4-bis(4-hydroxyphenyl)-3,6-dihydropyrrolo[2,3-c]carbazol-7-yl 2,2,2-trichloroethyl sulfate

7-tert-butoxy-5-methoxy-2-(4-methoxybenzyl)-3-(4-methoxyphenethyl)-1,4-bis(4-methoxyphenyl)-3,6-dihydropyrrolo[2,3-c]carbazole

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