tert-Butyl-[4-(3,4-dimethoxy-phenyl)-1-methylene-butoxy]-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-[4-(3,4-dimethoxy-phenyl)-1-methylene-butoxy]-dimethyl-silane
CAS No.:153993-04-5
Molecular Formula:C₁₉H₃₂O₃Si
Molecular Weight:336.547
Hs Code.:

Synonyms:tert-Butyl-[4-(3,4-dimethoxy-phenyl)-1-methylene-butoxy]-dimethyl-silane

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Chemical Property of tert-Butyl-[4-(3,4-dimethoxy-phenyl)-1-methylene-butoxy]-dimethyl-silane

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Technology Process of tert-Butyl-[4-(3,4-dimethoxy-phenyl)-1-methylene-butoxy]-dimethyl-silane

There total 4 articles about tert-Butyl-[4-(3,4-dimethoxy-phenyl)-1-methylene-butoxy]-dimethyl-silane 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: 98.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 153993-08-9
5-(3,4-dimethoxyphenyl)pentan-2-one

: 153993-04-5
tert-Butyl-[4-(3,4-dimethoxy-phenyl)-1-methylene-butoxy]-dimethyl-silane

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1016/0040-4039(93)88123-Z

Reference yield:

: 40173-90-8
3,4-dimethoxyphenethyl bromide

: 153993-04-5
tert-Butyl-[4-(3,4-dimethoxy-phenyl)-1-methylene-butoxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: tetrahydrofuran; hexane / -78 - 20 °C

2.1: NaIO₄; Na₂HPO₄; NaH₂PO₄ / methanol; H₂O / 20 °C / pH 7

3.1: LDA / tetrahydrofuran / 0.33 h / -78 °C

3.2: tetrahydrofuran / 3 h / -78 - 20 °C

With sodium periodate; disodium hydrogenphosphate; sodium dihydrogenphosphate; n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; water; 1.1: Metallation / 1.2: Alkylation / 2.1: Oxidation / 3.1: Metallation / 3.2: silylation;
DOI:10.1021/jo9718612

Reference yield:

: N'-[4-(3,4-dimethoxy-phenyl)-1-methyl-butylidene]-N,N-dimethyl-hydrazine

: 153993-04-5
tert-Butyl-[4-(3,4-dimethoxy-phenyl)-1-methylene-butoxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaIO₄; Na₂HPO₄; NaH₂PO₄ / methanol; H₂O / 20 °C / pH 7

2.1: LDA / tetrahydrofuran / 0.33 h / -78 °C

2.2: tetrahydrofuran / 3 h / -78 - 20 °C

With sodium periodate; disodium hydrogenphosphate; sodium dihydrogenphosphate; lithium diisopropyl amide; In tetrahydrofuran; methanol; water; 1.1: Oxidation / 2.1: Metallation / 2.2: silylation;
DOI:10.1021/jo9718612