N-[2-(tert-butyldimethylsilanyloxymethyl)-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-4-dimethylaminobenzamide

Base Information

Chemical Name:N-[2-(tert-butyldimethylsilanyloxymethyl)-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-4-dimethylaminobenzamide
CAS No.:1147530-03-7
Molecular Formula:C₃₂H₃₄N₆O₅
Molecular Weight:582.659
Hs Code.:

Synonyms:N-[2-(tert-butyldimethylsilanyloxymethyl)-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-4-dimethylaminobenzamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of N-[2-(tert-butyldimethylsilanyloxymethyl)-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-4-dimethylaminobenzamide

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Hazard Codes:

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Technology Process of N-[2-(tert-butyldimethylsilanyloxymethyl)-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-4-dimethylaminobenzamide

There total 9 articles about N-[2-(tert-butyldimethylsilanyloxymethyl)-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-4-dimethylaminobenzamide 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:

: 1147530-81-1
5-bromo-1-methyl-3-((5-(morpholine-4-carbonyl)pyridin-2-yl)amino)pyridine-2(1H)-one

: 1147531-08-5
N-(2-(((tert-butyldimethylsilyl)oxy)methyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-4-(dimethylamino)benzamide

: 1147530-03-7
N-[2-(tert-butyldimethylsilanyloxymethyl)-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-4-dimethylaminobenzamide

Guidance literature:: With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 170 ℃; for 0.5h; Microwave irradiation;

Reference yield:

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

: 1147530-03-7
N-[2-(tert-butyldimethylsilanyloxymethyl)-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-4-dimethylaminobenzamide

Guidance literature:: Multi-step reaction with 3 steps

1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 5 h / 70 °C / Inert atmosphere

2: triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; 1,2-dimethoxyethane / 0.5 h / 170 °C / Inert atmosphere; Microwave irradiation

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; sodium carbonate; triethylamine; In 1,2-dimethoxyethane; dichloromethane; water; dimethyl sulfoxide; 3: |Suzuki Coupling;
DOI:10.1021/jm500305p

Reference yield:

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

: 1147530-03-7
N-[2-(tert-butyldimethylsilanyloxymethyl)-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl]-4-dimethylaminobenzamide

Guidance literature:: Multi-step reaction with 4 steps

1: ammonium chloride; iron / water; ethanol / 2 h / 70 °C / Inert atmosphere

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 5 h / 70 °C / Inert atmosphere

3: triethylamine / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / water; 1,2-dimethoxyethane / 0.5 h / 170 °C / Inert atmosphere; Microwave irradiation

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; iron; sodium carbonate; ammonium chloride; triethylamine; In 1,2-dimethoxyethane; ethanol; dichloromethane; water; dimethyl sulfoxide; 4: |Suzuki Coupling;
DOI:10.1021/jm500305p