(1Z,3S)-3-(2-methoxyethoxy)methoxy-1-dimethylphenylsilyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-butene

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Chemical Name:(1Z,3S)-3-(2-methoxyethoxy)methoxy-1-dimethylphenylsilyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-butene
CAS No.:339167-03-2
Molecular Formula:C₂₂H₃₇BO₅Si
Molecular Weight:420.429
Hs Code.:

Synonyms:(1Z,3S)-3-(2-methoxyethoxy)methoxy-1-dimethylphenylsilyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-butene

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Chemical Property of (1Z,3S)-3-(2-methoxyethoxy)methoxy-1-dimethylphenylsilyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-butene

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Technology Process of (1Z,3S)-3-(2-methoxyethoxy)methoxy-1-dimethylphenylsilyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-butene

There total 1 articles about (1Z,3S)-3-(2-methoxyethoxy)methoxy-1-dimethylphenylsilyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-butene 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: 45.0%

: 114091-68-8
(3S)-1,1-Dibromo-3-<(2-methoxyethoxy)methoxy>-1-butene

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

: 339167-03-2
(1Z,3S)-3-(2-methoxyethoxy)methoxy-1-dimethylphenylsilyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-butene

Guidance literature:: (3S)-1,1-Dibromo-3-<(2-methoxyethoxy)methoxy>-1-butene; With n-butyllithium; In diethyl ether; at -110 ℃;

dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane; In diethyl ether; at -110 - 20 ℃;
DOI:10.1016/S0040-4020(02)00648-8

Reference yield: 98.0%

: 591-50-4
iodobenzene

: 339167-03-2
(1Z,3S)-3-(2-methoxyethoxy)methoxy-1-dimethylphenylsilyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-butene

: [(Z)-(S)-3-(2-Methoxy-ethoxymethoxy)-1-phenyl-but-1-enyl]-dimethyl-phenyl-silane

Guidance literature:: With potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 90 ℃; for 12h;
DOI:10.1016/S0040-4020(02)00648-8

Reference yield:

: 339167-03-2
(1Z,3S)-3-(2-methoxyethoxy)methoxy-1-dimethylphenylsilyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-butene

: (1E,3S)-3-(2-methoxyethoxy)methoxy-1-phenyl-1-butene

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / aq. KOH / Pd(PPh₃)4 / dioxane / 12 h / 90 °C

2: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 3 h / 50 °C

With potassium hydroxide; tetrabutyl ammonium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; 1: Suzuki-Miyaura coupling;
DOI:10.1016/S0040-4020(02)00648-8