(S)-tert-butyl-((5-((4-methoxybenzyl)oxy)pent-1-en-3-yl)oxy)dimethylsilane

Base Information

• Chemical Name: (S)-tert-butyl-((5-((4-methoxybenzyl)oxy)pent-1-en-3-yl)oxy)dimethylsilane
• CAS No.: 221696-44-2
• Molecular Formula: C₁₉H₃₂O₃Si
• Molecular Weight: 336.547
• Mol file: 221696-44-2.mol

Synonyms:(S)-tert-butyl-((5-((4-methoxybenzyl)oxy)pent-1-en-3-yl)oxy)dimethylsilane

Chemical Property of (S)-tert-butyl-((5-((4-methoxybenzyl)oxy)pent-1-en-3-yl)oxy)dimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl-((5-((4-methoxybenzyl)oxy)pent-1-en-3-yl)oxy)dimethylsilane

There total 18 articles about (S)-tert-butyl-((5-((4-methoxybenzyl)oxy)pent-1-en-3-yl)oxy)dimethylsilane 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: 98.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (S)-5-((4-methoxybenzyl)oxy)pent-1-en-3-ol (146916-73-6) → (S)-tert-butyl-((5-((4-methoxybenzyl)oxy)pent-1-en-3-yl)oxy)dimethylsilane (221696-44-2)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 0 - 20 ℃; for 4h;

DOI:10.1016/j.tet.2016.06.042

Reference yield: 82.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (2S)-2-[2-(p-methoxybenzyloxy)ethyl]oxirane (195257-60-4) → (S)-tert-butyl-((5-((4-methoxybenzyl)oxy)pent-1-en-3-yl)oxy)dimethylsilane (221696-44-2)

Guidance literature:

(2S)-2-[2-(p-methoxybenzyloxy)ethyl]oxirane; With n-butyllithium; trimethylsulphonium iodide; In tetrahydrofuran; at -20 ℃; for 3h; Inert atmosphere;

tert-butyldimethylsilyl chloride; With 1H-imidazole; In dichloromethane; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1002/ejoc.201600625

Reference yield:

NaHCO3solution + tert-butyldimethylsilyl chloride (18162-48-6) + (S)-5-((4-methoxybenzyl)oxy)pent-1-en-3-ol (146916-73-6) → (S)-tert-butyl-((5-((4-methoxybenzyl)oxy)pent-1-en-3-yl)oxy)dimethylsilane (221696-44-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane;

upstream raw materials:

tert-butyldimethylsilyl chloride

(S)-5-((4-methoxybenzyl)oxy)pent-1-en-3-ol

(E)-5-(4-methoxybenzyloxy)pent-2-en-1-ol

((2S,3S)-3-(2-(4-methoxybenzyloxy)ethyl) oxiran-2-yl)methanol

Downstream raw materials:

(S)-((3R,6R)-3-(4-methoxybenzyloxy)pentadec-1-en-6-yl) 3-(tertbutyldimethylsilyloxy)pent-4-enoate

(S)-((3R,6R)-3-(4-methoxybenzyloxy)pentadec-1-en-6-yl) 3-hydroxypent-4-enoate