[2-(1-benzyloxy-1-vinyl-allyl)-2-(2-tert-butyldimethylsiloxy)ethyl-hex-5-enyl]benzene

Base Information

Chemical Name:[2-(1-benzyloxy-1-vinyl-allyl)-2-(2-tert-butyldimethylsiloxy)ethyl-hex-5-enyl]benzene
CAS No.:293291-04-0
Molecular Formula:C₃₂H₄₆O₂Si
Molecular Weight:490.802
Hs Code.:

Synonyms:[2-(1-benzyloxy-1-vinyl-allyl)-2-(2-tert-butyldimethylsiloxy)ethyl-hex-5-enyl]benzene

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Chemical Property of [2-(1-benzyloxy-1-vinyl-allyl)-2-(2-tert-butyldimethylsiloxy)ethyl-hex-5-enyl]benzene

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Technology Process of [2-(1-benzyloxy-1-vinyl-allyl)-2-(2-tert-butyldimethylsiloxy)ethyl-hex-5-enyl]benzene

There total 5 articles about [2-(1-benzyloxy-1-vinyl-allyl)-2-(2-tert-butyldimethylsiloxy)ethyl-hex-5-enyl]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: 90.0%

: 100-39-0
benzyl bromide

: 293291-03-9
4-benzyloxy-4-(2-tert-butyldimethylsiloxy-ethyl)-3-vinyl-octa-1,7-dien-3-ol

: 293291-04-0
[2-(1-benzyloxy-1-vinyl-allyl)-2-(2-tert-butyldimethylsiloxy)ethyl-hex-5-enyl]benzene

Guidance literature:: 4-benzyloxy-4-(2-tert-butyldimethylsiloxy-ethyl)-3-vinyl-octa-1,7-dien-3-ol; With potassium hydride; In tetrahydrofuran; at 60 ℃; for 0.166667h;

benzyl bromide; In tetrahydrofuran; at 60 ℃; for 1h;
DOI:10.1139/v00-075

Reference yield:

: 100-39-0
benzyl bromide

: 293291-04-0
[2-(1-benzyloxy-1-vinyl-allyl)-2-(2-tert-butyldimethylsiloxy)ethyl-hex-5-enyl]benzene

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 74 percent / HMPA / tetrahydrofuran; hexane / 3 h / -78 °C

2.1: CeCl₃*7H₂O / tetrahydrofuran / 0.5 h / -65 °C

3.1: imidazole / dimethylformamide / 12 h / 23 °C

4.1: KH / tetrahydrofuran / 0.17 h / 60 °C

4.2: 90 percent / tetrahydrofuran / 1 h / 60 °C

With 1H-imidazole; cerium(III) chloride; potassium hydride; lithium diisopropyl amide; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Substitution / 2.1: Alkylation / 3.1: Substitution / 4.1: Metallation / 4.2: Substitution;
DOI:10.1139/v00-075

Reference yield:

: 142636-40-6
(RS)-3-(but-3-enyl)-2-oxotetrahydrofuran

: 293291-04-0
[2-(1-benzyloxy-1-vinyl-allyl)-2-(2-tert-butyldimethylsiloxy)ethyl-hex-5-enyl]benzene

Guidance literature:: Multi-step reaction with 4 steps

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

1.2: 74 percent / HMPA / tetrahydrofuran; hexane / 3 h / -78 °C

2.1: CeCl₃*7H₂O / tetrahydrofuran / 0.5 h / -65 °C

3.1: imidazole / dimethylformamide / 12 h / 23 °C

4.1: KH / tetrahydrofuran / 0.17 h / 60 °C

4.2: 90 percent / tetrahydrofuran / 1 h / 60 °C

With 1H-imidazole; cerium(III) chloride; potassium hydride; lithium diisopropyl amide; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Substitution / 2.1: Alkylation / 3.1: Substitution / 4.1: Metallation / 4.2: Substitution;
DOI:10.1139/v00-075