[4-(tert-butyldimethylsilanyloxy)phenyl]-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-p-tolylamine

Base Information

Chemical Name:[4-(tert-butyldimethylsilanyloxy)phenyl]-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-p-tolylamine
CAS No.:618887-59-5
Molecular Formula:C₃₁H₄₂BNO₃Si
Molecular Weight:515.576
Hs Code.:

Synonyms:[4-(tert-butyldimethylsilanyloxy)phenyl]-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-p-tolylamine

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Chemical Property of [4-(tert-butyldimethylsilanyloxy)phenyl]-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-p-tolylamine

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Technology Process of [4-(tert-butyldimethylsilanyloxy)phenyl]-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-p-tolylamine

There total 5 articles about [4-(tert-butyldimethylsilanyloxy)phenyl]-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-p-tolylamine 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: 70.0%

: 618887-58-4
(4-bromophenyl)-[4-(tert-butyldimethylsilanyloxy)phenyl]-p-tolylamine

: 61676-62-8
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 618887-59-5
[4-(tert-butyldimethylsilanyloxy)phenyl]-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-p-tolylamine

Guidance literature:: (4-bromophenyl)-[4-(tert-butyldimethylsilanyloxy)phenyl]-p-tolylamine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at -78 - 20 ℃;
DOI:10.1016/j.tetlet.2005.07.150

Reference yield:

: 618887-57-3
[4-(tert-butyldimethylsilanyloxy)phenyl]-p-tolylamine

: 618887-59-5
[4-(tert-butyldimethylsilanyloxy)phenyl]-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-p-tolylamine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 52 percent / sodium tert-butoxide; rac-binap / Pd₂(dba)3 / toluene / 100 °C

2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C

2.2: 70 percent / hexane; tetrahydrofuran / -78 - 20 °C

With n-butyllithium; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; hexane; toluene;
DOI:10.1016/j.tetlet.2005.07.150

Reference yield:

: 106-41-2
4-bromo-phenol

: 618887-59-5
[4-(tert-butyldimethylsilanyloxy)phenyl]-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl]-p-tolylamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / imidazole / dimethylformamide / 24 h / 20 °C

2.1: 74 percent / sodium tert-butoxide; rac-binap / Pd₂(dba)3 / toluene / 100 °C

3.1: 52 percent / sodium tert-butoxide; rac-binap / Pd₂(dba)3 / toluene / 100 °C

4.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C

4.2: 70 percent / hexane; tetrahydrofuran / -78 - 20 °C

With 1H-imidazole; n-butyllithium; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tetlet.2005.07.150