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

Base Information

• Chemical Name: 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
• CAS No.: 949589-65-5
• Molecular Formula: C₄₄H₆₂O₇Si
• Molecular Weight: 731.058

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 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

There total 9 articles about 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 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:

2-methyl-2-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]propanenitrile (949589-56-4) → 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 (949589-65-5)

Guidance literature:

Multi-step reaction with 6 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

With manganese(IV) oxide; n-butyllithium; sodium hexamethyldisilazane; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; cyclohexane; toluene;

DOI:10.1002/ejoc.200700373

Reference yield:

4-cyanomethylphenol (14191-95-8) → 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 (949589-65-5)

Guidance literature:

Multi-step reaction with 8 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

With manganese(IV) oxide; n-butyllithium; potassium tert-butylate; sodium hexamethyldisilazane; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; cyclohexane; toluene;

DOI:10.1002/ejoc.200700373

Reference yield:

[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]acetonitrile (19001-09-3) → 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 (949589-65-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 86 percent / KOtBu / tetrahydrofuran / -30 - 20 °C

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

2.2: 72 percent / aq. HCl / cyclohexane; toluene / 0 °C

3.1: 55 percent / pTsOH / 3 h / 20 °C

4.1: 96 percent / MnO₂ / CH₂Cl₂

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

5.2: 95 percent / tetrahydrofuran / -78 °C

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

6.2: 84 percent / tetrahydrofuran / -78 - 20 °C

With manganese(IV) oxide; n-butyllithium; potassium tert-butylate; sodium hexamethyldisilazane; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; cyclohexane; toluene;

DOI:10.1002/ejoc.200700373

upstream raw materials:

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

2-(4-hydroxyphenyl)-2-methylpropanal

2-methyl-2-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]propanal

2-[4-(1,1-dimethylprop-2-yn-1-yl)phenoxy]tetrahydro-2H-pyran

Downstream raw materials:

(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)

{3,5-bis[1-(4-hydroxyphenyl)-1-methylethyl]hepta-3,4-diene-1,6-diyne-1,7-diyl}bis(triisopropylsilane)

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