tert-Butyl-((3E,5E)-4,6-dimethyl-16-phenyl-hexadeca-3,5-dienyloxy)-dimethyl-silane

Base Information

• Chemical Name: tert-Butyl-((3E,5E)-4,6-dimethyl-16-phenyl-hexadeca-3,5-dienyloxy)-dimethyl-silane
• CAS No.: 452085-65-3
• Molecular Formula: C₃₀H₅₂OSi
• Molecular Weight: 456.828
• Mol file: 452085-65-3.mol

Synonyms:tert-Butyl-((3E,5E)-4,6-dimethyl-16-phenyl-hexadeca-3,5-dienyloxy)-dimethyl-silane

Chemical Property of tert-Butyl-((3E,5E)-4,6-dimethyl-16-phenyl-hexadeca-3,5-dienyloxy)-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-((3E,5E)-4,6-dimethyl-16-phenyl-hexadeca-3,5-dienyloxy)-dimethyl-silane

There total 8 articles about tert-Butyl-((3E,5E)-4,6-dimethyl-16-phenyl-hexadeca-3,5-dienyloxy)-dimethyl-silane 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: 80.0%

1-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-16-phenyl-hexadec-5-en-4-ol (452085-70-0) → tert-Butyl-((3E,5E)-4,6-dimethyl-16-phenyl-hexadeca-3,5-dienyloxy)-dimethyl-silane (452085-65-3)

Guidance literature:

With toluene-4-sulfonic acid; calcium chloride; In benzene; at 20 ℃; for 2h;

DOI:10.1021/ol026285x

Reference yield:

10-phenyldecane magnesium bromide → tert-Butyl-((3E,5E)-4,6-dimethyl-16-phenyl-hexadeca-3,5-dienyloxy)-dimethyl-silane (452085-65-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 69 percent / diethyl ether / 2 h / 20 °C

2.1: 60 percent / diethyl ether / 1.5 h / 0 °C

3.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 1.5 h / 20 °C

3.2: 90 percent / sodium hydroxide; hydrogen peroxide / 2 h / 20 °C

4.1: 98 percent / imidazole / dimethylformamide / 4 h / 20 °C

5.1: 80 percent / p-toluenesulfonic acid; calcium chloride / benzene / 2 h / 20 °C

With 1H-imidazole; toluene-4-sulfonic acid; 9-bora-bicyclo[3.3.1]nonane; calcium chloride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; benzene; 2.1: Grignard addition;

DOI:10.1021/ol026285x

Reference yield:

4-methoxypent-3-en-2-one (10556-93-1) → tert-Butyl-((3E,5E)-4,6-dimethyl-16-phenyl-hexadeca-3,5-dienyloxy)-dimethyl-silane (452085-65-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 69 percent / diethyl ether / 2 h / 20 °C

2.1: 60 percent / diethyl ether / 1.5 h / 0 °C

3.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 1.5 h / 20 °C

3.2: 90 percent / sodium hydroxide; hydrogen peroxide / 2 h / 20 °C

4.1: 98 percent / imidazole / dimethylformamide / 4 h / 20 °C

5.1: 80 percent / p-toluenesulfonic acid; calcium chloride / benzene / 2 h / 20 °C

With 1H-imidazole; toluene-4-sulfonic acid; 9-bora-bicyclo[3.3.1]nonane; calcium chloride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; benzene; 2.1: Grignard addition;

DOI:10.1021/ol026285x

upstream raw materials:

1-(tert-butyl-dimethyl-silanyloxy)-4,6-dimethyl-16-phenyl-hexadec-5-en-4-ol

4-methoxypent-3-en-2-one

[4-(6-Bromohexyl)butyl]benzene

tert-butyldimethylsilyl chloride