(E)-1-(dimethylphenylsilyl)-1-phenyl-2-(2-methoxyphenyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene

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Chemical Name:(E)-1-(dimethylphenylsilyl)-1-phenyl-2-(2-methoxyphenyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene
CAS No.:1443743-91-6
Molecular Formula:C₂₉H₃₅BO₃Si
Molecular Weight:470.492
Hs Code.:

Synonyms:(E)-1-(dimethylphenylsilyl)-1-phenyl-2-(2-methoxyphenyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene

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Chemical Property of (E)-1-(dimethylphenylsilyl)-1-phenyl-2-(2-methoxyphenyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene

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Technology Process of (E)-1-(dimethylphenylsilyl)-1-phenyl-2-(2-methoxyphenyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene

There total 3 articles about (E)-1-(dimethylphenylsilyl)-1-phenyl-2-(2-methoxyphenyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene 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: 52.0%

: 529-28-2
4-iodoanisol

: 1443743-81-4
dimethyl(phenyl)(1-phenyl-2,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)silane

: 1443743-91-6
(E)-1-(dimethylphenylsilyl)-1-phenyl-2-(2-methoxyphenyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene

: 1443743-84-7
(Z)-1-(dimethylphenylsilyl)-1-phenyl-2-(2-methoxyphenyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 12h; Overall yield = 57 %; chemoselective reaction; Schlenk technique; Inert atmosphere;
DOI:10.1021/ol401333j

Reference yield:

: 185990-03-8
dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane

: 1443743-91-6
(E)-1-(dimethylphenylsilyl)-1-phenyl-2-(2-methoxyphenyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene

: 1443743-84-7
(Z)-1-(dimethylphenylsilyl)-1-phenyl-2-(2-methoxyphenyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene

Guidance literature:: Multi-step reaction with 2 steps

1: palladium diacetate; 1,1,3,3-tetramethylbutane isonitrile / toluene / 2 h / 20 °C / Inert atmosphere; Schlenk technique; Reflux

2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium hydroxide / tetrahydrofuran; water / 12 h / 20 °C / Schlenk technique; Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1,3,3-tetramethylbutane isonitrile; palladium diacetate; potassium hydroxide; In tetrahydrofuran; water; toluene; 2: |Suzuki-Miyaura Coupling;
DOI:10.1021/ol401333j

Reference yield:

: 3839-31-4
dimethyl(phenyl)silyl lithium

: 1443743-91-6
(E)-1-(dimethylphenylsilyl)-1-phenyl-2-(2-methoxyphenyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene

: 1443743-84-7
(Z)-1-(dimethylphenylsilyl)-1-phenyl-2-(2-methoxyphenyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene

Guidance literature:: Multi-step reaction with 3 steps

1: Inert atmosphere; Schlenk technique

2: palladium diacetate; 1,1,3,3-tetramethylbutane isonitrile / toluene / 2 h / 20 °C / Inert atmosphere; Schlenk technique; Reflux

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium hydroxide / tetrahydrofuran; water / 12 h / 20 °C / Schlenk technique; Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1,3,3-tetramethylbutane isonitrile; palladium diacetate; potassium hydroxide; In tetrahydrofuran; water; toluene; 3: |Suzuki-Miyaura Coupling;
DOI:10.1021/ol401333j