((1S,2S)-1-(5-bromo-4-methoxybenzo[d][1,3]dioxol-6-yl)-2,3-dimethylbut-3-enyloxy)(tert-butyl)dimethylsilane

Base Information

Chemical Name:((1S,2S)-1-(5-bromo-4-methoxybenzo[d][1,3]dioxol-6-yl)-2,3-dimethylbut-3-enyloxy)(tert-butyl)dimethylsilane
CAS No.:852123-14-9
Molecular Formula:C₂₀H₃₁BrO₄Si
Molecular Weight:443.453
Hs Code.:

Synonyms:((1S,2S)-1-(5-bromo-4-methoxybenzo[d][1,3]dioxol-6-yl)-2,3-dimethylbut-3-enyloxy)(tert-butyl)dimethylsilane

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Chemical Property of ((1S,2S)-1-(5-bromo-4-methoxybenzo[d][1,3]dioxol-6-yl)-2,3-dimethylbut-3-enyloxy)(tert-butyl)dimethylsilane

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Technology Process of ((1S,2S)-1-(5-bromo-4-methoxybenzo[d][1,3]dioxol-6-yl)-2,3-dimethylbut-3-enyloxy)(tert-butyl)dimethylsilane

There total 1 articles about ((1S,2S)-1-(5-bromo-4-methoxybenzo[d][1,3]dioxol-6-yl)-2,3-dimethylbut-3-enyloxy)(tert-butyl)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:

: 81805-98-3
3-Hydroxy-4,5-(methylenedioxy)benzaldehyde

: 852123-14-9
((1S,2S)-1-(5-bromo-4-methoxybenzo[d][1,3]dioxol-6-yl)-2,3-dimethylbut-3-enyloxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / N-bromosuccinimide / dioxane / 12 h / 15 - 19 °C

2: 85 percent / K₂CO₃ / acetone / 2 h / 56 °C

3: 75 percent / CH₂Cl₂ / -50 - 0 °C

4: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / -78 °C

With 2,6-dimethylpyridine; N-Bromosuccinimide; potassium carbonate; In 1,4-dioxane; dichloromethane; acetone;
DOI:10.1021/jo051525i

Reference yield:

: 852123-14-9
((1S,2S)-1-(5-bromo-4-methoxybenzo[d][1,3]dioxol-6-yl)-2,3-dimethylbut-3-enyloxy)(tert-butyl)dimethylsilane

: 181701-06-4
interiotherin A

Guidance literature:: Multi-step reaction with 8 steps

1.1: tetrahydrofuran / 0 - 25 °C

2.1: 0.29 g / Pd(PPh₃)4; Ph₃P; NaOH / tetrahydrofuran; H₂O / 22 h / 70 °C

3.1: 98 percent / H₂ / Pd/C / ethyl acetate / 6 h / 20 °C

4.1: 90 percent / N-bromosuccinimide / dioxane / 11 h / 15 - 19 °C

5.1: 95 percent / K₂CO₃ / acetone / 2 h / 56 °C

6.1: t-BuLi / various solvent(s) / 0.25 h / -78 °C

6.2: CuCN / various solvent(s) / 2.5 h / -78 - -40 °C

6.3: 69 percent / 1,3-dinitrobenzene / various solvent(s) / 10 h / 25 °C

7.1: 89 percent / n-Bu₄NF / tetrahydrofuran / 12 h / 55 °C

8.1: 62 percent / Ph₃P; diisopropyl azodicarboxylate / tetrahydrofuran / 10 h / 25 °C

With sodium hydroxide; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; potassium carbonate; triphenylphosphine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; water; ethyl acetate; acetone; 2.1: Suzuki-Miyaura reaction / 8.1: Mitsunobu inversion;
DOI:10.1021/jo051525i

Reference yield:

: 852123-14-9
((1S,2S)-1-(5-bromo-4-methoxybenzo[d][1,3]dioxol-6-yl)-2,3-dimethylbut-3-enyloxy)(tert-butyl)dimethylsilane

: ((1S,2S)-4-(4-(benzoyloxy)benzo[d][1,3]dioxol-6-yl)-1-(5-bromo-4-methoxybenzo[d][1,3]dioxol-6-yl)-2,3-dimethylbutoxy)(tert-butyl)dimethylsilane

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran / 10 h / 0 - 25 °C

2: 0.29 g / Ph₃P; NaOH / Pd(PPh₃)4 / tetrahydrofuran; H₂O / 22 h / 70 °C

With sodium hydroxide; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; water; 2: Suzuki-Miyaura coupling;
DOI:10.1021/ol050476t