(3,5-bis{1-methyl-1-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethyl}hepta-3,4-diene-1,6-diyne-1,7-diyl)bis(triisopropylsilane)

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Chemical Name:(3,5-bis{1-methyl-1-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethyl}hepta-3,4-diene-1,6-diyne-1,7-diyl)bis(triisopropylsilane)
CAS No.:949589-66-6
Molecular Formula:C₅₃H₈₀O₄Si₂
Molecular Weight:837.387
Hs Code.:

Synonyms:(3,5-bis{1-methyl-1-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethyl}hepta-3,4-diene-1,6-diyne-1,7-diyl)bis(triisopropylsilane)

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Chemical Property of (3,5-bis{1-methyl-1-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethyl}hepta-3,4-diene-1,6-diyne-1,7-diyl)bis(triisopropylsilane)

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Technology Process of (3,5-bis{1-methyl-1-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethyl}hepta-3,4-diene-1,6-diyne-1,7-diyl)bis(triisopropylsilane)

There total 11 articles about (3,5-bis{1-methyl-1-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethyl}hepta-3,4-diene-1,6-diyne-1,7-diyl)bis(triisopropylsilane) 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: 19.0%

: 949589-65-5
4-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]-1-{1-methyl-1-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethyl}-4-methyl-1-[(triisopropylsilyl)ethynyl]pent-2-yn-1-yl methyl carbonate

: 89343-06-6
tris-iso-propylsilyl acetylene

: 949589-66-6
(3,5-bis{1-methyl-1-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethyl}hepta-3,4-diene-1,6-diyne-1,7-diyl)bis(triisopropylsilane)

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 80 ℃;
DOI:10.1002/ejoc.200700373

Reference yield:

: 949589-56-4
2-methyl-2-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]propanenitrile

: 949589-66-6
(3,5-bis{1-methyl-1-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethyl}hepta-3,4-diene-1,6-diyne-1,7-diyl)bis(triisopropylsilane)

Guidance literature:: Multi-step reaction with 7 steps

1.1: diisobutylaluminum hydride / cyclohexane; toluene / 5 h / 0 - 20 °C

1.2: 72 percent / aq. HCl / cyclohexane; toluene / 0 °C

2.1: 55 percent / pTsOH / 3 h / 20 °C

3.1: 96 percent / MnO₂ / CH₂Cl₂

4.1: nBuLi / tetrahydrofuran / 0.5 h / -78 - 20 °C

4.2: 95 percent / tetrahydrofuran / -78 °C

5.1: NaHDMS / tetrahydrofuran / 0.5 h / -78 - 20 °C

5.2: 84 percent / tetrahydrofuran / -78 - 20 °C

6.1: 19 percent / CuI; Pd(PPh₃)4; Huenig base / 1,2-dichloro-ethane / 80 °C

With manganese(IV) oxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; sodium hexamethyldisilazane; diisobutylaluminium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; cyclohexane; 1,2-dichloro-ethane; toluene; 7.1: Sonogashira cross-coupling reaction;
DOI:10.1002/ejoc.200700373

Reference yield:

: 14191-95-8
4-cyanomethylphenol

: 949589-66-6
(3,5-bis{1-methyl-1-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]ethyl}hepta-3,4-diene-1,6-diyne-1,7-diyl)bis(triisopropylsilane)

Guidance literature:: Multi-step reaction with 9 steps

1.1: 93 percent / pTsOH / 1.5 h / 0 °C

2.1: 86 percent / KOtBu / tetrahydrofuran / -30 - 20 °C

3.1: diisobutylaluminum hydride / cyclohexane; toluene / 5 h / 0 - 20 °C

3.2: 72 percent / aq. HCl / cyclohexane; toluene / 0 °C

4.1: 55 percent / pTsOH / 3 h / 20 °C

5.1: 96 percent / MnO₂ / CH₂Cl₂

6.1: nBuLi / tetrahydrofuran / 0.5 h / -78 - 20 °C

6.2: 95 percent / tetrahydrofuran / -78 °C

7.1: NaHDMS / tetrahydrofuran / 0.5 h / -78 - 20 °C

7.2: 84 percent / tetrahydrofuran / -78 - 20 °C

8.1: 19 percent / CuI; Pd(PPh₃)4; Huenig base / 1,2-dichloro-ethane / 80 °C

With manganese(IV) oxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium tert-butylate; sodium hexamethyldisilazane; diisobutylaluminium hydride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; cyclohexane; 1,2-dichloro-ethane; toluene; 9.1: Sonogashira cross-coupling reaction;
DOI:10.1002/ejoc.200700373