methyl 2-(4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indol-2-yl)-2-(4-methoxyphenyl)acetate

Base Information

• Chemical Name: methyl 2-(4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indol-2-yl)-2-(4-methoxyphenyl)acetate
• CAS No.: 1246523-45-4
• Molecular Formula: C₅₂H₅₂N₄O₈
• Molecular Weight: 861.007

Synonyms:

Chemical Property of methyl 2-(4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indol-2-yl)-2-(4-methoxyphenyl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-(4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indol-2-yl)-2-(4-methoxyphenyl)acetate

There total 21 articles about methyl 2-(4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indol-2-yl)-2-(4-methoxyphenyl)acetate 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:

2-azido-1-tert-butoxy-3-iodobenzene (1246523-44-3) + methyl 2-(6-methoxy-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-2-yl)-2-(4-methoxyphenyl)acetate (1246523-53-4) → methyl 2-(4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indol-2-yl)-2-(4-methoxyphenyl)acetate (1246523-45-4)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydroxide; In 1,4-dioxane; water; for 0.333333h; Reflux;

DOI:10.1002/anie.201001966

Reference yield:

4-bromo-6-methoxy-3,7-bis-(4-methoxy-phenyl)-2,3-dihydro-1H-indole (1246523-50-1) → methyl 2-(4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indol-2-yl)-2-(4-methoxyphenyl)acetate (1246523-45-4)

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: silver trifluoromethanesulfonate / tetrahydrofuran / 2 h / -78 °C

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

5.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydroxide / 1,4-dioxane; water / 0.33 h / Reflux

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; silver trifluoromethanesulfonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; 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) → methyl 2-(4-(2-azido-3-tert-butoxyphenyl)-6-methoxy-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-1H-indol-2-yl)-2-(4-methoxyphenyl)acetate (1246523-45-4)

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: silver trifluoromethanesulfonate / tetrahydrofuran / 2 h / -78 °C

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 / 0.33 h / Reflux

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; silver trifluoromethanesulfonate; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; 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

methyl 2-(6-methoxy-1-(4-methoxyphenethyl)-3,7-bis(4-methoxyphenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indol-2-yl)-2-(4-methoxyphenyl)acetate

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:

methyl 2-{7-(tert-butoxy)-5-methoxy-3-(4-methoxyphenethyl)-1,4-bis(4-methoxyphenyl)-3,6-dihydropyrrolo[2,3-c]carbazol-2-yl}-2-(4-methoxyphenyl)acetate

methyl 2-(5-methoxy-3-(4-methoxyphenethyl)-1,4-bis(4-methoxyphenyl)-7-(2,2,2-trichloroethoxysulfonyloxy)-3,6-dihydropyrrolo[2,3-c]carbazol-2-yl)-2-(4-methoxyphenyl)acetate

methyl 2-(7-hydroxy-5-methoxy-3-(4-methoxyphenethyl)-1,4-bis(4-methoxyphenyl)-3,6-dihydropyrrolo[2,3-c]carbazol-2-yl)-2-(4-methoxyphenyl)acetate

methyl 2-(5-hydroxy-3-(4-hydroxyphenethyl)-1,4-bis(4-hydroxyphenyl)-7-(2,2,2-trichloroethoxysulfonyloxy)-3,6-dihydropyrrolo[2,3-c]carbazol-2-yl)-2-(4-methoxyphenyl)acetate

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