1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-((Z)-tridec-8-enyl)-benzene

Base Information

• Chemical Name: 1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-((Z)-tridec-8-enyl)-benzene
• CAS No.: 205523-92-8
• Molecular Formula: C₃₁H₅₈O₂Si₂
• Molecular Weight: 518.971
• Mol file: 205523-92-8.mol

Synonyms:1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-((Z)-tridec-8-enyl)-benzene

Chemical Property of 1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-((Z)-tridec-8-enyl)-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-((Z)-tridec-8-enyl)-benzene

There total 15 articles about 1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-((Z)-tridec-8-enyl)-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: 90.0%

3,5-bis(tert-butyldimethylsilyloxy)benzyl chloride (103929-85-7) + (Z)-1-iodododec-7-ene (205523-93-9) → 1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-((Z)-tridec-8-enyl)-benzene (205523-92-8)

Guidance literature:

With lithium; In tetrahydrofuran; for 3h; Heating;

DOI:10.1055/s-1998-2193

Reference yield:

[3,5-di(tert-butyldimethylsilanyloxy)phenyl]methanol (103929-84-6) → 1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-((Z)-tridec-8-enyl)-benzene (205523-92-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 87 percent / PPh₃, CCl₄ / 2 h / 110 °C

2: 86 percent / 5 h / 100 °C

3: 1.) BuLi / 1.) THF, r.t., 75 min, 2.) THF, r.t., overnight

4: 77 percent / H₂ / 5percent Pd/C / ethanol / 16 h / 760 Torr / Ambient temperature

5: 80 percent / PCC / CH₂Cl₂ / 2 h / Ambient temperature

6: 1.) BuLi / 1.) THF, -20 deg C, 2 h, 2.) THF, -70 deg C, 2 h

With tetrachloromethane; n-butyllithium; hydrogen; triphenylphosphine; pyridinium chlorochromate; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1055/s-1998-2193

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 1,3-Bis-(tert-butyl-dimethyl-silanyloxy)-5-((Z)-tridec-8-enyl)-benzene (205523-92-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 100 percent / Et₃N / tetrahydrofuran / Ambient temperature

2: 100 percent / LiAlH₄ / diethyl ether / 2 h / Ambient temperature

3: 87 percent / PPh₃, CCl₄ / 2 h / 110 °C

4: 86 percent / 5 h / 100 °C

5: 1.) BuLi / 1.) THF, r.t., 75 min, 2.) THF, r.t., overnight

6: 77 percent / H₂ / 5percent Pd/C / ethanol / 16 h / 760 Torr / Ambient temperature

7: 80 percent / PCC / CH₂Cl₂ / 2 h / Ambient temperature

8: 1.) BuLi / 1.) THF, -20 deg C, 2 h, 2.) THF, -70 deg C, 2 h

With tetrachloromethane; lithium aluminium tetrahydride; n-butyllithium; hydrogen; triethylamine; triphenylphosphine; pyridinium chlorochromate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane;

DOI:10.1055/s-1998-2193

upstream raw materials:

pentyltriphenylphosphonium bromide

8-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-octanal

3,5-bis(tert-butyldimethylsilyloxy)benzyl chloride

(Z)-1-iodododec-7-ene

Downstream raw materials:

ardisinol II