(E)-4-benzyldimethylsilyl-4-bromo-2-phenyl-1-(2-tetrahydropyranyloxy)-3-butene

Base Information

Chemical Name:(E)-4-benzyldimethylsilyl-4-bromo-2-phenyl-1-(2-tetrahydropyranyloxy)-3-butene
CAS No.:460752-56-1
Molecular Formula:C₂₄H₃₁BrO₂Si
Molecular Weight:459.498
Hs Code.:

Synonyms:(E)-4-benzyldimethylsilyl-4-bromo-2-phenyl-1-(2-tetrahydropyranyloxy)-3-butene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-4-benzyldimethylsilyl-4-bromo-2-phenyl-1-(2-tetrahydropyranyloxy)-3-butene

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Technology Process of (E)-4-benzyldimethylsilyl-4-bromo-2-phenyl-1-(2-tetrahydropyranyloxy)-3-butene

There total 5 articles about (E)-4-benzyldimethylsilyl-4-bromo-2-phenyl-1-(2-tetrahydropyranyloxy)-3-butene 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: 83.0%

: 460752-25-4
4-benzyldimethylsilyl-2-phenyl-1-(2-tetrahydropyranyloxy)-3-butyne

: 460752-56-1
(E)-4-benzyldimethylsilyl-4-bromo-2-phenyl-1-(2-tetrahydropyranyloxy)-3-butene

Guidance literature:: 4-benzyldimethylsilyl-2-phenyl-1-(2-tetrahydropyranyloxy)-3-butyne; With diisobutylaluminium hydride; In diethyl ether; hexane; at 0 - 20 ℃;

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

Reference yield:

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

: 460752-56-1
(E)-4-benzyldimethylsilyl-4-bromo-2-phenyl-1-(2-tetrahydropyranyloxy)-3-butene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 91 percent / TsOH*H₂O / CH₂Cl₂

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

2.2: 83 percent / tetrahydrofuran; hexane / -78 - 20 °C

3.1: DIBALH / diethyl ether; hexane / 0 - 20 °C

3.2: 83 percent / pyridine; bromine / diethyl ether; hexane; CH₂Cl₂ / -78 °C

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

Reference yield:

: 10147-11-2
propargyl benzene

: 460752-56-1
(E)-4-benzyldimethylsilyl-4-bromo-2-phenyl-1-(2-tetrahydropyranyloxy)-3-butene

Guidance literature:: Multi-step reaction with 4 steps

1.1: BuLi / tetrahydrofuran; hexane / 1 h / 20 °C

1.2: 30 percent / tetrahydrofuran; hexane / 10 h / 20 °C

2.1: 91 percent / TsOH*H₂O / CH₂Cl₂

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

3.2: 83 percent / tetrahydrofuran; hexane / -78 - 20 °C

4.1: DIBALH / diethyl ether; hexane / 0 - 20 °C

4.2: 83 percent / pyridine; bromine / diethyl ether; hexane; CH₂Cl₂ / -78 °C

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