(E)-5-bromo-5-dimethylphenylsilyl-1-(2-tetrahydropyranyloxy)-4-pentene

Base Information

Chemical Name:(E)-5-bromo-5-dimethylphenylsilyl-1-(2-tetrahydropyranyloxy)-4-pentene
CAS No.:198411-16-4
Molecular Formula:C₁₈H₂₇BrO₂Si
Molecular Weight:383.401
Hs Code.:

Synonyms:(E)-5-bromo-5-dimethylphenylsilyl-1-(2-tetrahydropyranyloxy)-4-pentene

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Chemical Property of (E)-5-bromo-5-dimethylphenylsilyl-1-(2-tetrahydropyranyloxy)-4-pentene

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Technology Process of (E)-5-bromo-5-dimethylphenylsilyl-1-(2-tetrahydropyranyloxy)-4-pentene

There total 4 articles about (E)-5-bromo-5-dimethylphenylsilyl-1-(2-tetrahydropyranyloxy)-4-pentene 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: 81.0%

: 198411-11-9
5-dimethylphenylsilyl-1-(2-tetrahydropyranyloxy)-4-pentyne

: 198411-16-4
(E)-5-bromo-5-dimethylphenylsilyl-1-(2-tetrahydropyranyloxy)-4-pentene

Guidance literature:: 5-dimethylphenylsilyl-1-(2-tetrahydropyranyloxy)-4-pentyne; With diisobutylaluminium hydride; In diethyl ether; hexane; at 20 ℃; for 30h;

With pyridine; bromine; In diethyl ether; hexane; dichloromethane; at -78 ℃; for 0.5h; Further stages.;
DOI:10.1021/jo026006j

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 198411-16-4
(E)-5-bromo-5-dimethylphenylsilyl-1-(2-tetrahydropyranyloxy)-4-pentene

Guidance literature:: Multi-step reaction with 3 steps

1.1: TsOH*H₂O / CH₂Cl₂

2.1: BuLi / tetrahydrofuran; hexane / -78 °C

2.2: tetrahydrofuran; hexane / -78 - 20 °C

3.1: DIBALH / diethyl ether; hexane / 30 h / 20 °C

3.2: 81 percent / pyridine; bromine / diethyl ether; hexane; CH₂Cl₂ / 0.5 h / -78 °C

With n-butyllithium; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo026006j

Reference yield:

: 5390-04-5
pent-1-yn-5-ol

: 198411-16-4
(E)-5-bromo-5-dimethylphenylsilyl-1-(2-tetrahydropyranyloxy)-4-pentene

Guidance literature:: Multi-step reaction with 3 steps

1.1: TsOH*H₂O / CH₂Cl₂

2.1: BuLi / tetrahydrofuran; hexane / -78 °C

2.2: tetrahydrofuran; hexane / -78 - 20 °C

3.1: DIBALH / diethyl ether; hexane / 30 h / 20 °C

3.2: 81 percent / pyridine; bromine / diethyl ether; hexane; CH₂Cl₂ / 0.5 h / -78 °C

With n-butyllithium; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.1021/jo026006j