(Z)-tert-butyl(5-(3-(methoxymethoxy)-5-nitrophenyl)-2-methylpent-2-enyloxy)dimethylsilane

Base Information

Chemical Name:(Z)-tert-butyl(5-(3-(methoxymethoxy)-5-nitrophenyl)-2-methylpent-2-enyloxy)dimethylsilane
CAS No.:1447811-40-6
Molecular Formula:C₂₀H₃₃NO₅Si
Molecular Weight:395.571
Hs Code.:

Synonyms:(Z)-tert-butyl(5-(3-(methoxymethoxy)-5-nitrophenyl)-2-methylpent-2-enyloxy)dimethylsilane

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Chemical Property of (Z)-tert-butyl(5-(3-(methoxymethoxy)-5-nitrophenyl)-2-methylpent-2-enyloxy)dimethylsilane

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Technology Process of (Z)-tert-butyl(5-(3-(methoxymethoxy)-5-nitrophenyl)-2-methylpent-2-enyloxy)dimethylsilane

There total 4 articles about (Z)-tert-butyl(5-(3-(methoxymethoxy)-5-nitrophenyl)-2-methylpent-2-enyloxy)dimethylsilane 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: 90.0%

: 1447811-32-6
1-(methoxymethoxy)-3-nitro-5-vinylbenzene

: 110046-90-7
{[(Z)-3-iodo-2-methylprop-2-en-1-yl]oxy}(tert-butyl)dimethylsilane

: 1447811-40-6
(Z)-tert-butyl(5-(3-(methoxymethoxy)-5-nitrophenyl)-2-methylpent-2-enyloxy)dimethylsilane

Guidance literature:: 1-(methoxymethoxy)-3-nitro-5-vinylbenzene; With 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; at 25 ℃; Inert atmosphere;

{[(Z)-3-iodo-2-methylprop-2-en-1-yl]oxy}(tert-butyl)dimethylsilane; With palladium diacetate; caesium carbonate; ruphos; In tetrahydrofuran; water; at 0 - 25 ℃; for 14h; regioselective reaction; Inert atmosphere;
DOI:10.1021/ja4061273

Reference yield:

: 116632-23-6
3-bromo-5-nitro-phenol

: 1447811-40-6
(Z)-tert-butyl(5-(3-(methoxymethoxy)-5-nitrophenyl)-2-methylpent-2-enyloxy)dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; potassium carbonate / tetrahydrofuran; water / 16 h / 100 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / diethyl ether; toluene / 14 h / 0 - 25 °C / Inert atmosphere

3.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 25 °C / Inert atmosphere

3.2: 14 h / 0 - 25 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; N-ethyl-N,N-diisopropylamine; 9-bora-bicyclo[3.3.1]nonane; triphenylphosphine; In tetrahydrofuran; diethyl ether; water; toluene; 1.1: |Suzuki Coupling / 3.2: |Suzuki Coupling;
DOI:10.1021/ja4061273

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1447811-40-6
(Z)-tert-butyl(5-(3-(methoxymethoxy)-5-nitrophenyl)-2-methylpent-2-enyloxy)dimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1H-imidazole / dichloromethane / 16 h / 0 - 25 °C / Inert atmosphere

2.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 25 °C / Inert atmosphere

2.2: 14 h / 0 - 25 °C / Inert atmosphere

With 1H-imidazole; 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; dichloromethane; 2.2: |Suzuki Coupling;
DOI:10.1021/ja4061273