ethyl bis[10-(4-tert-butyl-2,6-dimethylphenyl)-2-(4-pyridyl)-9-anthryl]methylcarbamate

Base Information

• Chemical Name: ethyl bis[10-(4-tert-butyl-2,6-dimethylphenyl)-2-(4-pyridyl)-9-anthryl]methylcarbamate
• CAS No.: 853732-58-8
• Molecular Formula: C₆₆H₆₃N₃O₂
• Molecular Weight: 930.245
• Mol file: 853732-58-8.mol

Synonyms:ethyl bis[10-(4-tert-butyl-2,6-dimethylphenyl)-2-(4-pyridyl)-9-anthryl]methylcarbamate

Chemical Property of ethyl bis[10-(4-tert-butyl-2,6-dimethylphenyl)-2-(4-pyridyl)-9-anthryl]methylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl bis[10-(4-tert-butyl-2,6-dimethylphenyl)-2-(4-pyridyl)-9-anthryl]methylcarbamate

There total 7 articles about ethyl bis[10-(4-tert-butyl-2,6-dimethylphenyl)-2-(4-pyridyl)-9-anthryl]methylcarbamate 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: 25.0%

ethyl bis[2-bromo-10-(4-tert-butyl-2,6-dimethylphenyl)-9-anthryl]methylcarbamate (853732-57-7) + 4-pyridineboronic acid pinacol ester (181219-01-2) → ethyl bis[10-(4-tert-butyl-2,6-dimethylphenyl)-2-(4-pyridyl)-9-anthryl]methylcarbamate (853732-58-8)

Guidance literature:

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; for 48h; Heating;

DOI:10.1021/ja0424225

Reference yield:

2-bromo-10-(4-tert-butyl-2,6-dimethylphenyl)anthracene (853732-53-3) → ethyl bis[10-(4-tert-butyl-2,6-dimethylphenyl)-2-(4-pyridyl)-9-anthryl]methylcarbamate (853732-58-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: Br₂ / CCl₄ / 20 °C

2.1: n-butyllithium / diethyl ether; hexane / 2 h / 0 °C

2.2: 163 mg / diethyl ether; hexane / Heating

3.1: HCl / benzene / 2 h / 0 °C

4.1: 660 mg / AgBF₄ / dioxane / Heating

5.1: 25 percent / PdCl₂(dppf)2*CH₂Cl₂; K₃PO₄ / dioxane / 48 h / Heating

With hydrogenchloride; potassium phosphate; silver tetrafluoroborate; n-butyllithium; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bromine; In 1,4-dioxane; tetrachloromethane; diethyl ether; hexane; benzene; 5.1: Suzuki coupling;

DOI:10.1021/ja0424225

Reference yield:

2,9-dibromo-10-(4-tert-butyl-2,6-dimethylphenyl)anthracene (853732-54-4) → ethyl bis[10-(4-tert-butyl-2,6-dimethylphenyl)-2-(4-pyridyl)-9-anthryl]methylcarbamate (853732-58-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / diethyl ether; hexane / 2 h / 0 °C

1.2: 163 mg / diethyl ether; hexane / Heating

2.1: HCl / benzene / 2 h / 0 °C

3.1: 660 mg / AgBF₄ / dioxane / Heating

4.1: 25 percent / PdCl₂(dppf)2*CH₂Cl₂; K₃PO₄ / dioxane / 48 h / Heating

With hydrogenchloride; potassium phosphate; silver tetrafluoroborate; n-butyllithium; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; diethyl ether; hexane; benzene; 4.1: Suzuki coupling;

DOI:10.1021/ja0424225

upstream raw materials:

ethyl bis[2-bromo-10-(4-tert-butyl-2,6-dimethylphenyl)-9-anthryl]methylcarbamate

4-pyridineboronic acid pinacol ester

2-bromo-10-(4-tert-butyl-2,6-dimethylphenyl)anthracene

2,9-dibromo-10-(4-tert-butyl-2,6-dimethylphenyl)anthracene

Downstream raw materials:

bis[10-(4-tert-butyl-2,6-dimethylphenyl)-2-(4-pyridyl)-9-anthryl]diazomethane

Refernces