(1Z,3E)-3-methyl-1-[3,5-bis(trifluoromethyl)phenyldimethylsilyl]-5-(tetrahydropyran-2-yloxy)pent-1,3-diene

Base Information

Chemical Name:(1Z,3E)-3-methyl-1-[3,5-bis(trifluoromethyl)phenyldimethylsilyl]-5-(tetrahydropyran-2-yloxy)pent-1,3-diene
CAS No.:1380003-68-8
Molecular Formula:C₂₁H₂₆F₆O₂Si
Molecular Weight:452.512
Hs Code.:

Synonyms:(1Z,3E)-3-methyl-1-[3,5-bis(trifluoromethyl)phenyldimethylsilyl]-5-(tetrahydropyran-2-yloxy)pent-1,3-diene

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Chemical Property of (1Z,3E)-3-methyl-1-[3,5-bis(trifluoromethyl)phenyldimethylsilyl]-5-(tetrahydropyran-2-yloxy)pent-1,3-diene

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Technology Process of (1Z,3E)-3-methyl-1-[3,5-bis(trifluoromethyl)phenyldimethylsilyl]-5-(tetrahydropyran-2-yloxy)pent-1,3-diene

There total 2 articles about (1Z,3E)-3-methyl-1-[3,5-bis(trifluoromethyl)phenyldimethylsilyl]-5-(tetrahydropyran-2-yloxy)pent-1,3-diene 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: 60.0%

: 1380003-52-0
(E)-3-methyl-1-[3,5-bis(trifluoromethyl)phenyldimethylsilyl]-5-(tetrahydropyran-2-yloxy)pent-3-en-1-yne

: 1380003-68-8
(1Z,3E)-3-methyl-1-[3,5-bis(trifluoromethyl)phenyldimethylsilyl]-5-(tetrahydropyran-2-yloxy)pent-1,3-diene

Guidance literature:: (E)-3-methyl-1-[3,5-bis(trifluoromethyl)phenyldimethylsilyl]-5-(tetrahydropyran-2-yloxy)pent-3-en-1-yne; With Schwartz's reagent; In tetrahydrofuran; for 4h; Inert atmosphere;

With pentane; In tetrahydrofuran; for 0.333333h; stereoselective reaction; Inert atmosphere;
DOI:10.1002/chem.201103360

Reference yield:

: 41967-81-1,58389-95-0,61568-79-4,134079-53-1
(E)-tetrahydro-2-<(3-methyl-2-penten-4-ynyl)oxy>-2H-pyran

: 732306-23-9
chlorodimethyl[3,5-bis(trifluoromethyl)phenyl]silane

: 1380003-68-8
(1Z,3E)-3-methyl-1-[3,5-bis(trifluoromethyl)phenyldimethylsilyl]-5-(tetrahydropyran-2-yloxy)pent-1,3-diene

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / hexanes; diethyl ether / 1.17 h / -78 °C / Inert atmosphere

1.2: 4 h / -78 - 20 °C / Inert atmosphere

2.1: Schwartz's reagent / tetrahydrofuran / 4 h / Inert atmosphere

2.2: 0.33 h / Inert atmosphere

With Schwartz's reagent; n-butyllithium; In tetrahydrofuran; hexanes; diethyl ether;
DOI:10.1002/chem.201103360

Reference yield: 79.0%

: C₁₃H₁₉I

: 1380003-68-8
(1Z,3E)-3-methyl-1-[3,5-bis(trifluoromethyl)phenyldimethylsilyl]-5-(tetrahydropyran-2-yloxy)pent-1,3-diene

: 1380003-07-5
11-cis-9-demethyl-tetrahydropyran-2-yl retinyl ether

Guidance literature:: (1Z,3E)-3-methyl-1-[3,5-bis(trifluoromethyl)phenyldimethylsilyl]-5-(tetrahydropyran-2-yloxy)pent-1,3-diene; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Inert atmosphere; Darkness;

C₁₃H₁₉I; With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; at 20 ℃; for 1h; stereospecific reaction; Inert atmosphere; Darkness;
DOI:10.1002/chem.201103360