1-(4-(benzyloxy)phenethyl)-4-(3-tert-butoxy-2-azidophenyl)-6-methoxy-3,7-bis(4-methoxyphenyl)-1H-indole

Base Information

• Chemical Name: 1-(4-(benzyloxy)phenethyl)-4-(3-tert-butoxy-2-azidophenyl)-6-methoxy-3,7-bis(4-methoxyphenyl)-1H-indole
• CAS No.: 1310146-42-9
• Molecular Formula: C₄₈H₄₆N₄O₅
• Molecular Weight: 758.917
• Mol file: 1310146-42-9.mol

Synonyms:1-(4-(benzyloxy)phenethyl)-4-(3-tert-butoxy-2-azidophenyl)-6-methoxy-3,7-bis(4-methoxyphenyl)-1H-indole

Chemical Property of 1-(4-(benzyloxy)phenethyl)-4-(3-tert-butoxy-2-azidophenyl)-6-methoxy-3,7-bis(4-methoxyphenyl)-1H-indole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-(benzyloxy)phenethyl)-4-(3-tert-butoxy-2-azidophenyl)-6-methoxy-3,7-bis(4-methoxyphenyl)-1H-indole

There total 20 articles about 1-(4-(benzyloxy)phenethyl)-4-(3-tert-butoxy-2-azidophenyl)-6-methoxy-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: 88.0%

2-azido-1-tert-butoxy-3-iodobenzene (1246523-44-3) + 1-(4-(benzyloxy)phenethyl)-6-methoxy-3,7-bis(4-methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (1269631-72-2) → 1-(4-(benzyloxy)phenethyl)-4-(3-tert-butoxy-2-azidophenyl)-6-methoxy-3,7-bis(4-methoxyphenyl)-1H-indole (1310146-42-9)

Guidance literature:

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

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) → 1-(4-(benzyloxy)phenethyl)-4-(3-tert-butoxy-2-azidophenyl)-6-methoxy-3,7-bis(4-methoxyphenyl)-1H-indole (1310146-42-9)

Guidance literature:

Multi-step reaction with 4 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: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 3 h / Reflux

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

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hydroxide; sodium hydroxide; In 1,4-dioxane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1002/asia.201000544

Reference yield:

4-bromo-6-methoxy-3,7-bis-(4-methoxy-phenyl)-1H-indole (1246523-51-2) → 1-(4-(benzyloxy)phenethyl)-4-(3-tert-butoxy-2-azidophenyl)-6-methoxy-3,7-bis(4-methoxyphenyl)-1H-indole (1310146-42-9)

Guidance literature:

Multi-step reaction with 3 steps

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

1.2: 2 h

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 3 h / Reflux

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydroxide / 1,4-dioxane; water / 1 h / Reflux

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; potassium hydroxide; sodium hydroxide; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1002/asia.201000544

upstream raw materials:

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

1-(4-(benzyloxy)phenethyl)-6-methoxy-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:

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

3-(4-hydroxyphenethyl)-3,6-dihydro-5-methoxy-1,4-bis(4-methoxyphenyl)pyrrolo[2,3-c]carbazol-7-ol

Sulfuric acid 5-hydroxy-1,4-bis-(4-methoxy-phenyl)-3-{2-[4-(2,2,2-trichloro-ethoxysulfonyloxy)-phenyl]-ethyl}3,6-dihydro-pyrrolo[2,3-c]carbazol-7-yl ester 2,2,2-trichloro-ethyl ester

sulfuric acid 1,4-bis-(4-hydroxy-phenyl)-2,5-dioxo-3-{2-[4-(2,2,2-trichloro-ethoxysulfonyloxy)-phenyl]-ethyl}-2,3,5,6-tetrahydro-pyrrolo[2,3-c]carbazol-7-yl ester 2,2,2-trichloro-ethyl ester