5-dimethyl(p-trifluoromethylphenyl)silyl-1-(2-tetrahydropyranyloxy)-4-pentyne

Base Information

Chemical Name:5-dimethyl(p-trifluoromethylphenyl)silyl-1-(2-tetrahydropyranyloxy)-4-pentyne
CAS No.:198411-15-3
Molecular Formula:C₁₉H₂₅F₃O₂Si
Molecular Weight:370.487
Hs Code.:

Synonyms:5-dimethyl(p-trifluoromethylphenyl)silyl-1-(2-tetrahydropyranyloxy)-4-pentyne

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Chemical Property of 5-dimethyl(p-trifluoromethylphenyl)silyl-1-(2-tetrahydropyranyloxy)-4-pentyne

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Technology Process of 5-dimethyl(p-trifluoromethylphenyl)silyl-1-(2-tetrahydropyranyloxy)-4-pentyne

There total 1 articles about 5-dimethyl(p-trifluoromethylphenyl)silyl-1-(2-tetrahydropyranyloxy)-4-pentyne 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: 22.0%

: 402-51-7
4-(trifluoromethyl)phenylmagnesium bromide

: 85168-38-3
5-lithio-4-pentyn-1-ol tetrahydropyranyl ether

: 75-78-5,30107-43-8
dimethylsilicon dichloride

: 198411-15-3
5-dimethyl(p-trifluoromethylphenyl)silyl-1-(2-tetrahydropyranyloxy)-4-pentyne

Guidance literature:: 4-(trifluoromethyl)phenylmagnesium bromide; dimethylsilicon dichloride; In tetrahydrofuran; diethyl ether; at 0 ℃; for 2h;

5-lithio-4-pentyn-1-ol tetrahydropyranyl ether; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; Further stages.;
DOI:10.1021/jo026006j

Reference yield: 76.0%

: 198411-15-3
5-dimethyl(p-trifluoromethylphenyl)silyl-1-(2-tetrahydropyranyloxy)-4-pentyne

: 460752-38-9
(E)-5-bromo-5-dimethyl(p-trifluoromethylphenyl)silyl-1-(2-tetrahydropyranyloxy)-4-pentene

Guidance literature:: 5-dimethyl(p-trifluoromethylphenyl)silyl-1-(2-tetrahydropyranyloxy)-4-pentyne; 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:

: 198411-15-3
5-dimethyl(p-trifluoromethylphenyl)silyl-1-(2-tetrahydropyranyloxy)-4-pentyne

: 198410-84-3
(Z)-5-dimethyl(p-trifluoromethylphenyl)silyl-4-nonen-1-ol

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 76 percent / pyridine; bromine / diethyl ether; hexane; CH₂Cl₂ / -78 °C

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

2.2: tetrahydrofuran; hexane / -78 °C

3.1: MeOH / TsOH*H₂O / 20 °C

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