N-(tert-butoxycarbonyl)-5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Base Information

Chemical Name:N-(tert-butoxycarbonyl)-5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline
CAS No.:1186637-28-4
Molecular Formula:C₁₇H₂₅BClNO₄
Molecular Weight:353.654
Hs Code.:

Synonyms:N-(tert-butoxycarbonyl)-5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

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Chemical Property of N-(tert-butoxycarbonyl)-5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

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Technology Process of N-(tert-butoxycarbonyl)-5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

There total 7 articles about N-(tert-butoxycarbonyl)-5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 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%

: 5330-63-2
t-butyl 3-chlorophenylcarbamate

: 73183-34-3
bis(pinacol)diborane

: 1186637-28-4
N-(tert-butoxycarbonyl)-5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

: 1384312-60-0
N-(tert-butoxycarbonyl)-5-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Guidance literature:: With (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; 4,4'-di-tert-butyl-2,2'-bipyridine; In tert-butyl methyl ether; at 50 ℃; for 20h; regioselective reaction; Inert atmosphere;
DOI:10.1021/ja303443m

Reference yield:

: 823-57-4
2-bromo-5-chloroaniline

: 1186637-28-4
N-(tert-butoxycarbonyl)-5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

1.2: 20 °C

2.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate / 1,4-dioxane / 100 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate; sodium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane;

Reference yield:

: (2-bromo-5-chlorophenyl)-carbamic acid tert-butyl ester

: 73183-34-3
bis(pinacol)diborane

: 1186637-28-4
N-(tert-butoxycarbonyl)-5-chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate; In 1,4-dioxane; at 100 ℃; Inert atmosphere;