[5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hept-2-enyloxymethyl]-benzene

Base Information

Chemical Name:[5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hept-2-enyloxymethyl]-benzene
CAS No.:916757-47-6
Molecular Formula:C₂₇H₅₀O₃Si₂
Molecular Weight:478.863
Hs Code.:

[5,7-bis-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-methyl-hept-2-enyloxymethyl]-benzene

Synonyms:[5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hept-2-enyloxymethyl]-benzene

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Chemical Property of [5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hept-2-enyloxymethyl]-benzene

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Technology Process of [5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hept-2-enyloxymethyl]-benzene

There total 7 articles about [5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hept-2-enyloxymethyl]-benzene 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: 88.0%

: 916757-66-9
5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hept-2-en-1-ol

: 100-39-0
benzyl bromide

: 916757-47-6
[5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hept-2-enyloxymethyl]-benzene

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 25 ℃; for 6h;
DOI:10.1002/anie.200601867

Reference yield:

: 916757-46-5
5,7-bis-(tert-butyl-dimethyl-silanyloxy)-hept-2-yn-1-ol

: 916757-47-6
[5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hept-2-enyloxymethyl]-benzene

Guidance literature:: Multi-step reaction with 5 steps

1.1: Red-Al / tetrahydrofuran; toluene / 0.75 h / 25 °C

1.2: 66 percent / N-iodosuccinimide / tetrahydrofuran; toluene / 0.5 h / -78 °C

2.1: triethylamine / tetrahydrofuran / 2 h / 25 °C

3.1: Pd(bis-(diphenylphosphino)ferrocene)Cl₂ / tetrahydrofuran; toluene / 12 h / 65 °C

4.1: 19.2 g / K₂CO₃ / methanol / 4 h / 25 °C

5.1: 88 percent / NaH; n-Bu₄NI / tetrahydrofuran / 6 h / 25 °C

With tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; methanol; toluene; 3.1: Negishi coupling;
DOI:10.1021/ja068053p

Reference yield:

: 916757-63-6
1-(tert-butyl-dimethyl-silanyloxy)-7-(4-methoxy-benzyloxy)-hept-5-yn-3-ol

: 916757-47-6
[5,7-bis-(tert-butyl-dimethyl-silanyloxy)-3-methyl-hept-2-enyloxymethyl]-benzene

Guidance literature:: Multi-step reaction with 7 steps

1.1: 96 percent / imidazole / dimethylformamide / 6 h / 25 °C

2.1: 79 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / CH₂Cl₂; aq. phosphate buffer / 3 h / 25 °C / pH 7

3.1: Red-Al / tetrahydrofuran; toluene / 0.75 h / 25 °C

3.2: 66 percent / N-iodosuccinimide / tetrahydrofuran; toluene / 0.5 h / -78 °C

4.1: triethylamine / tetrahydrofuran / 2 h / 25 °C

5.1: Pd(bis-(diphenylphosphino)ferrocene)Cl₂ / tetrahydrofuran; toluene / 12 h / 65 °C

6.1: 19.2 g / K₂CO₃ / methanol / 4 h / 25 °C

7.1: 88 percent / NaH; n-Bu₄NI / tetrahydrofuran / 6 h / 25 °C

With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; methanol; phosphate buffer; dichloromethane; N,N-dimethyl-formamide; toluene; 5.1: Negishi coupling;
DOI:10.1021/ja068053p