4-(tert-butyl)-N-(2-{[(tert-butyldimethylsilyl)oxy]methyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide

Base Information

Chemical Name:4-(tert-butyl)-N-(2-{[(tert-butyldimethylsilyl)oxy]methyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide
CAS No.:1454614-81-3
Molecular Formula:C₃₀H₄₆BNO₄Si
Molecular Weight:523.596
Hs Code.:

Synonyms:4-(tert-butyl)-N-(2-{[(tert-butyldimethylsilyl)oxy]methyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide

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Chemical Property of 4-(tert-butyl)-N-(2-{[(tert-butyldimethylsilyl)oxy]methyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide

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Technology Process of 4-(tert-butyl)-N-(2-{[(tert-butyldimethylsilyl)oxy]methyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide

There total 5 articles about 4-(tert-butyl)-N-(2-{[(tert-butyldimethylsilyl)oxy]methyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide 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: 53.0%

: 1622303-35-8
N-(3-bromo-2-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-4-(tert-butyl)benzamide

: 73183-34-3
bis(pinacol)diborane

: 1454614-81-3
4-(tert-butyl)-N-(2-{[(tert-butyldimethylsilyl)oxy]methyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 80 ℃; for 16h;
DOI:10.1021/acs.jmedchem.8b01147

Reference yield:

: 1147531-02-9
((2-bromo-6-nitrobenzyl)oxy)(tert-butyl)dimethylsilane

: 1454614-81-3
4-(tert-butyl)-N-(2-{[(tert-butyldimethylsilyl)oxy]methyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: water; iron; ammonium chloride / ethanol / 3 h / 80 °C

2: triethylamine / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere

3: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 16 h / 80 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; potassium acetate; iron; ammonium chloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; ethanol;

Reference yield:

: 1147531-04-1
3-bromo-2-[[tert-butyl(dimethyl)silyl]oxymethyl] aniline

: 1454614-81-3
4-(tert-butyl)-N-(2-{[(tert-butyldimethylsilyl)oxy]methyl}-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere

2: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 16 h / 80 °C / Inert atmosphere

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