((S,E)-11-(4-methoxybenzyloxy)-1-iodoundec-1-en-3-yloxy)(tert-butyl)diphenylsilane

Base Information

• Chemical Name: ((S,E)-11-(4-methoxybenzyloxy)-1-iodoundec-1-en-3-yloxy)(tert-butyl)diphenylsilane
• CAS No.: 947304-81-6
• Molecular Formula: C₃₅H₄₇IO₃Si
• Molecular Weight: 670.746
• Mol file: 947304-81-6.mol

Synonyms:((S,E)-11-(4-methoxybenzyloxy)-1-iodoundec-1-en-3-yloxy)(tert-butyl)diphenylsilane

Chemical Property of ((S,E)-11-(4-methoxybenzyloxy)-1-iodoundec-1-en-3-yloxy)(tert-butyl)diphenylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((S,E)-11-(4-methoxybenzyloxy)-1-iodoundec-1-en-3-yloxy)(tert-butyl)diphenylsilane

There total 1 articles about ((S,E)-11-(4-methoxybenzyloxy)-1-iodoundec-1-en-3-yloxy)(tert-butyl)diphenylsilane 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: 96.0%

((S,E)-11-(4-methoxybenzyloxy)-1-(tributylstannyl)undec-1-en-3-yloxy)(tert-butyl)diphenylsilane → ((S,E)-11-(4-methoxybenzyloxy)-1-iodoundec-1-en-3-yloxy)(tert-butyl)diphenylsilane (947304-81-6)

Guidance literature:

With iodine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.tet.2007.05.047

Reference yield: 89.0%

((S,E)-11-(4-methoxybenzyloxy)-1-iodoundec-1-en-3-yloxy)(tert-butyl)diphenylsilane (947304-81-6) + 1-Heptyne (628-71-7) → ((S,E)-1-(4-methoxybenzyloxy)octadec-10-en-12-yn-9-yloxy)(tert-butyl)diphenylsilane (947304-82-7)

Guidance literature:

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; for 6h;

DOI:10.1016/j.tet.2007.05.047

Reference yield:

((S,E)-11-(4-methoxybenzyloxy)-1-iodoundec-1-en-3-yloxy)(tert-butyl)diphenylsilane (947304-81-6) → C18H32O2SiC16H18

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / CuI; Et₃N / Pd(PPh₃)2Cl₂ / 6 h

2: 95 percent / H₂; pyridine; 1-octene / Lindlar's catalyst / ethyl acetate / 6 h / 20 °C

3: 94 percent / DDQ; H₂O / CH₂Cl₂ / 0.75 h / 20 °C

4: (COCl)2; Et₃N; DMSO / CH₂Cl₂ / -60 - 20 °C

With pyridine; copper(l) iodide; oxalyl dichloride; oct-1-ene; water; hydrogen; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; bis-triphenylphosphine-palladium(II) chloride; Lindlar's catalyst; In dichloromethane; ethyl acetate; 1: Sonogashira coupling / 4: Swern oxidation;

DOI:10.1016/j.tet.2007.05.047

Downstream raw materials:

((S,E)-1-(4-methoxybenzyloxy)octadec-10-en-12-yn-9-yloxy)(tert-butyl)diphenylsilane

((S,10E,12Z)-1-(4-methoxybenzyloxy)octadec-10.12-dien-9-yloxy)(tert-butyl)diphenylsilane

(S,10E,12Z)-9-(tert-butyldiphenylsilyloxy)-octadeca-10,12-dien-1-ol

C₁₈H₃₂O₃SiC₁₆H₁₈