Silane, (1,1-dimethylethyl)[[(4E,6E)-9-(1,3-dioxolan-2-yl)-7-methyl-4,6-nonadien yl]oxy]diphenyl-

Base Information

• Chemical Name: Silane, (1,1-dimethylethyl)[[(4E,6E)-9-(1,3-dioxolan-2-yl)-7-methyl-4,6-nonadien yl]oxy]diphenyl-
• CAS No.: 308816-10-6
• Molecular Formula: C29H40O3Si
• Molecular Weight: 464.72
• Mol file: 308816-10-6.mol

Synonyms:

Chemical Property of Silane, (1,1-dimethylethyl)[[(4E,6E)-9-(1,3-dioxolan-2-yl)-7-methyl-4,6-nonadien yl]oxy]diphenyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Silane, (1,1-dimethylethyl)[[(4E,6E)-9-(1,3-dioxolan-2-yl)-7-methyl-4,6-nonadien yl]oxy]diphenyl-

There total 1 articles about Silane, (1,1-dimethylethyl)[[(4E,6E)-9-(1,3-dioxolan-2-yl)-7-methyl-4,6-nonadien yl]oxy]diphenyl- 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:

ethylene glycol (107-21-1) + (4E,6E)-10-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-deca-4,6-dienal (180866-33-5) → tert-butyl-(4E,6E)-(9-[1,3]dioxolan-2-yl-7-methyl-nona-4,6-dienyloxy)-diphenylsilane (308816-10-6)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; at 90 ℃; for 2h;

DOI:10.1021/ja002213u

Reference yield:

tert-butyl-(4E,6E)-(9-[1,3]dioxolan-2-yl-7-methyl-nona-4,6-dienyloxy)-diphenylsilane (308816-10-6) → (4E,6E,10E)-11-(2,4-Dimethoxy-phenyl)-1-furan-2-yl-4-methyl-undeca-4,6,10-trien-1-ol

Guidance literature:

Multi-step reaction with 7 steps

1.1: 88 percent / TBAF / tetrahydrofuran / 11 h / 0 - 20 °C

2.1: triethylamine / CH₂Cl₂ / 2.5 h / 0 - 20 °C

3.1: 74 percent / NaI / acetone / 2 h / Heating

4.1: 100 percent / acetonitrile / 11 h / Heating

5.1: NaHMDS / tetrahydrofuran / 0.67 h / -78 °C

5.2: tetrahydrofuran / 2 h / -78 - 0 °C

6.1: 95 percent / TsOH / acetone; H₂O / 3 h / 70 °C

7.1: t-BuLi / tetrahydrofuran / -78 °C

7.2: tetrahydrofuran

With tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hexamethyldisilazane; toluene-4-sulfonic acid; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile; 3.1: Finkelstein reaction / 5.2: Wittig reaction;

DOI:10.1021/ja002213u

Reference yield:

tert-butyl-(4E,6E)-(9-[1,3]dioxolan-2-yl-7-methyl-nona-4,6-dienyloxy)-diphenylsilane (308816-10-6) → 1-[(1E,5E,7E)-11-{1-[4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-1-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-decyl)-undecyloxy]-ethoxy}-11-(2-methoxy-phenyl)-8-methyl-undeca-1,5,7-trienyl]-2,4-dimethoxy-benzene

Guidance literature:

Multi-step reaction with 8 steps

1.1: 88 percent / TBAF / tetrahydrofuran / 11 h / 0 - 20 °C

2.1: triethylamine / CH₂Cl₂ / 2.5 h / 0 - 20 °C

3.1: 74 percent / NaI / acetone / 2 h / Heating

4.1: 100 percent / acetonitrile / 11 h / Heating

5.1: NaHMDS / tetrahydrofuran / 0.67 h / -78 °C

5.2: tetrahydrofuran / 2 h / -78 - 0 °C

6.1: 95 percent / TsOH / acetone; H₂O / 3 h / 70 °C

7.1: t-BuLi / tetrahydrofuran / -78 °C

7.2: tetrahydrofuran

8.1: CSA / tetrahydrofuran

With camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; tert.-butyl lithium; sodium hexamethyldisilazane; toluene-4-sulfonic acid; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile; 3.1: Finkelstein reaction / 5.2: Wittig reaction;

DOI:10.1021/ja002213u

upstream raw materials:

ethylene glycol

(4E,6E)-10-(tert-Butyl-diphenyl-silanyloxy)-4-methyl-deca-4,6-dienal

Downstream raw materials:

(4E,6E,10Z)-11-(2,4-dimethoxyphenyl)-4-methyl-undeca-4,6,10-trienal

(4E,6E,10Z)-11-(3,4,5-trimethoxyphenyl)-4-methyl-undeca-4,6,10-trienal

(4E,6E,10Z)-11-(3,4,5-trimethoxyphenyl)-4-methyl-1-furan-2-ylundeca-4,6,10-trien-1-ol

(4E,6E,10Z)-11-(3,4,5-trimethoxyphenyl)-4-methyl-1-(2-methoxy-phenyl)-undeca-4,6,10-trien-1-ol