(E)-(5-(benzyloxy)pent-3-en-1-yn-1-yl)(3-(benzyloxy)propyl)dimethylsilane

Base Information

Chemical Name:(E)-(5-(benzyloxy)pent-3-en-1-yn-1-yl)(3-(benzyloxy)propyl)dimethylsilane
CAS No.:1566533-33-2
Molecular Formula:C₂₄H₃₀O₂Si
Molecular Weight:378.587
Hs Code.:

Synonyms:(E)-(5-(benzyloxy)pent-3-en-1-yn-1-yl)(3-(benzyloxy)propyl)dimethylsilane

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Chemical Property of (E)-(5-(benzyloxy)pent-3-en-1-yn-1-yl)(3-(benzyloxy)propyl)dimethylsilane

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Technology Process of (E)-(5-(benzyloxy)pent-3-en-1-yn-1-yl)(3-(benzyloxy)propyl)dimethylsilane

There total 4 articles about (E)-(5-(benzyloxy)pent-3-en-1-yn-1-yl)(3-(benzyloxy)propyl)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: 64.0%

: 14593-43-2
benzyl allyl ether

: 1566533-24-1
(E)-(5-(benzyloxy)pent-3-en-1-yn-1-yl)dimethylsilane

: 1566533-33-2
(E)-(5-(benzyloxy)pent-3-en-1-yn-1-yl)(3-(benzyloxy)propyl)dimethylsilane

Guidance literature:: With bis(1,5-cyclooctadiene)diiridium(I) dichloride; cyclo-octa-1,5-diene; In neat (no solvent); at 20 ℃; chemoselective reaction; Inert atmosphere;
DOI:10.1021/ol5000549

Reference yield:

: 35042-52-5
(E)-2-penten-4-yn-1-ol

: 1566533-33-2
(E)-(5-(benzyloxy)pent-3-en-1-yn-1-yl)(3-(benzyloxy)propyl)dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 24.25 h / 0 - 20 °C / Inert atmosphere

2.1: ethylmagnesium bromide / tetrahydrofuran; diethyl ether / 0.08 h / 0 - 20 °C / Inert atmosphere

2.2: 4 h / 0 - 20 °C / Inert atmosphere

3.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; cyclo-octa-1,5-diene / neat (no solvent) / 20 °C / Inert atmosphere

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; ethylmagnesium bromide; sodium hydride; cyclo-octa-1,5-diene; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ol5000549

Reference yield:

: 100-39-0
benzyl bromide

: 1566533-33-2
(E)-(5-(benzyloxy)pent-3-en-1-yn-1-yl)(3-(benzyloxy)propyl)dimethylsilane

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 24.25 h / 0 - 20 °C / Inert atmosphere

2.1: ethylmagnesium bromide / tetrahydrofuran; diethyl ether / 0.08 h / 0 - 20 °C / Inert atmosphere

2.2: 4 h / 0 - 20 °C / Inert atmosphere

3.1: bis(1,5-cyclooctadiene)diiridium(I) dichloride; cyclo-octa-1,5-diene / neat (no solvent) / 20 °C / Inert atmosphere

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; ethylmagnesium bromide; sodium hydride; cyclo-octa-1,5-diene; In tetrahydrofuran; diethyl ether;
DOI:10.1021/ol5000549