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

Base Information

• Chemical Name: 8-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-octanal
• CAS No.: 205523-91-7
• Molecular Formula: C₂₆H₄₈O₃Si₂
• Molecular Weight: 464.836
• Mol file: 205523-91-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about 8-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-octanal 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%

8-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-octan-1-ol (205523-90-6) → 8-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-octanal (205523-91-7)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1055/s-1998-2193

Reference yield:

7-bromoheptyl alcohol (10160-24-4) → 8-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-octanal (205523-91-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / TsOH / CH₂Cl₂ / 0.17 h / 0 °C

2: 50 percent / DMSO, NaHCO₃ / 3 h / 120 °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

With n-butyllithium; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; pyridinium chlorochromate; palladium on activated charcoal; In ethanol; dichloromethane;

DOI:10.1055/s-1998-2193

Reference yield:

1-carbomethoxy-3,5-dihydroxybenzene (2150-44-9) → 8-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-octanal (205523-91-7)

Guidance literature:

Multi-step reaction with 7 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

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:

8-[3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-phenyl]-octan-1-ol

7-bromoheptyl alcohol

1-carbomethoxy-3,5-dihydroxybenzene

methyl 3,5-bis(tert-butyldimethylsilyloxy)benzoate

Downstream raw materials:

ardisinol II

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