1,3-bis(tert-butyldimethylsilyloxy)-5-[(Z)-2'-nonenyl]benzene

Base Information

• Chemical Name: 1,3-bis(tert-butyldimethylsilyloxy)-5-[(Z)-2'-nonenyl]benzene
• CAS No.: 252913-16-9
• Molecular Formula: C₂₇H₅₀O₂Si₂
• Molecular Weight: 462.864
• Mol file: 252913-16-9.mol

Synonyms:1,3-bis(tert-butyldimethylsilyloxy)-5-[(Z)-2'-nonenyl]benzene

Chemical Property of 1,3-bis(tert-butyldimethylsilyloxy)-5-[(Z)-2'-nonenyl]benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-bis(tert-butyldimethylsilyloxy)-5-[(Z)-2'-nonenyl]benzene

There total 7 articles about 1,3-bis(tert-butyldimethylsilyloxy)-5-[(Z)-2'-nonenyl]benzene 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: 93.0%

1-[3,5-bis-(tert-butyldimethylsilanyloxy)phenyl]non-2-yn-1-ol (252913-15-8) → 1,3-bis(tert-butyldimethylsilyloxy)-5-[(Z)-2'-nonenyl]benzene (252913-16-9)

Guidance literature:

1-[3,5-bis-(tert-butyldimethylsilanyloxy)phenyl]non-2-yn-1-ol; With dicobalt octacarbonyl; In diethyl ether; at -20 - 25 ℃;

With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; for 0.5h; Heating;

With tri-n-butyl-tin hydride; In dichloromethane; at 65 ℃; for 3h;

DOI:10.1016/S0040-4039(99)01722-0

Reference yield: 46.0%

1-Bromoheptane (629-04-9) + [3,5-bis(tert-butyl-dimethyl-silanyloxy)-phenyl]-acetaldehyde (380847-84-7) → 1,3-bis(tert-butyldimethylsilyloxy)-5-[(Z)-2'-nonenyl]benzene (252913-16-9) + 1,3-bis(tert-butyldimethylsilyloxy)-5-[(E)-2'-nonenyl]benzene

Guidance literature:

1-Bromoheptane; With triphenylphosphine; In toluene;

With sodium hexamethyldisilazane; In tetrahydrofuran; hexane; toluene; at -20 ℃; for 1h;

[3,5-bis(tert-butyl-dimethyl-silanyloxy)-phenyl]-acetaldehyde; In tetrahydrofuran; hexane; toluene; at -78 - 20 ℃; for 2h; Title compound not separated from byproducts;

DOI:10.1271/bbb.65.2110

Reference yield:

3,5-bis(tert-butyldimethylsilyloxy)benzaldehyde (187803-40-3) → 1,3-bis(tert-butyldimethylsilyloxy)-5-[(Z)-2'-nonenyl]benzene (252913-16-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 25 °C

2.1: Co₂(CO)6 / diethyl ether / -20 - 25 °C

2.2: BF₃*Et₂O; Et₃SiH / CH₂Cl₂ / 0.5 h / Heating

2.3: 73 mg / n-Bu₃SnH / benzene / 3 h / 65 °C

With n-butyllithium; hexacarbonyldicobalt; In tetrahydrofuran; diethyl ether; hexane;

DOI:10.1016/j.tet.2003.09.105

upstream raw materials:

1-[3,5-bis-(tert-butyldimethylsilanyloxy)phenyl]non-2-yn-1-ol

1-Bromoheptane

[3,5-bis(tert-butyl-dimethyl-silanyloxy)-phenyl]-acetaldehyde

n-octyne

Downstream raw materials:

1,3-dihydroxy-5-[(Z)-non-2'-enyl]benzene

1,3-bis-(tert-butyldimethylsilanyloxy)-5-nonylbenzene

5-nonylbenzene-1,3-diol