Phenol, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-[(1E)-2-[4-[[(1,1-dimethylethyl) dimethylsilyl]oxy]phenyl]ethenyl]-

Base Information

• Chemical Name: Phenol, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-[(1E)-2-[4-[[(1,1-dimethylethyl) dimethylsilyl]oxy]phenyl]ethenyl]-
• CAS No.: 827348-01-6
• Molecular Formula: C26H40O3Si2
• Molecular Weight: 456.773
• Mol file: 827348-01-6.mol

Synonyms:

Chemical Property of Phenol, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-[(1E)-2-[4-[[(1,1-dimethylethyl) dimethylsilyl]oxy]phenyl]ethenyl]-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phenol, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-[(1E)-2-[4-[[(1,1-dimethylethyl) dimethylsilyl]oxy]phenyl]ethenyl]-

There total 7 articles about Phenol, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5-[(1E)-2-[4-[[(1,1-dimethylethyl) dimethylsilyl]oxy]phenyl]ethenyl]- 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: 33.0%

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol (501-36-0) + tert-butyldimethylsilyl chloride (18162-48-6) → (E)-1-(3,5-dihydroxyphenyl)-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)ethene + (E)-1-(3-{[tert-butyl(dimethyl)silyl]oxy}-5-hydroxyphenyl)-2-(4-hydroxyphenyl)ethene + (E)-1-(3,5-bis-{[tert-butyl(dimethyl)silyl]oxy}phenyl)-2-(4-hydroxyphenyl)ethene (827348-00-5) + (E)-1-{[3-tert-butyl(dimethyl)silyl]oxy}-5-hydroxyphenyl-2-({[4-tert-butyl(dimethyl)silyl]oxy}-phenyl)ethene (827348-01-6)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at -5 - 20 ℃; for 6h; Further byproducts given;

DOI:10.1055/s-2006-926394

Reference yield: 33.0%

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol (501-36-0) + tert-butyldimethylsilyl chloride (18162-48-6) → (E)-1-(3,5-dihydroxyphenyl)-2-(4-{[tert-butyl(dimethyl)silyl]oxy}phenyl)ethene + (E)-1-(3-{[tert-butyl(dimethyl)silyl]oxy}-5-hydroxyphenyl)-2-(4-hydroxyphenyl)ethene + (E)-1-{[3-tert-butyl(dimethyl)silyl]oxy}-5-hydroxyphenyl-2-({[4-tert-butyl(dimethyl)silyl]oxy}-phenyl)ethene (827348-01-6)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at -10 - 20 ℃; Inert atmosphere;

DOI:10.1021/jm100274c

Reference yield: 31.0%

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol (501-36-0) + tert-butyldimethylsilyl chloride (18162-48-6) → (E)-1-{[3-tert-butyl(dimethyl)silyl]oxy}-5-hydroxyphenyl-2-({[4-tert-butyl(dimethyl)silyl]oxy}-phenyl)ethene (827348-01-6)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 6h; Cooling with ice;

upstream raw materials:

(E)-5-[2-4-(hydroxyphenyl)ethenyl]-1,3-benzenediol

tert-butyldimethylsilyl chloride

t-butyldimethylsiyl triflate

Downstream raw materials:

(E)-resveratrol-3-O-β-D-glucuronide

resveratrol potassium 3-sulfate

(E)-1-[3-tert-butyldimethylsilyloxy-5-O-(2,3,4-tri-O-acetyl-β-D-glucopyranoside)phenyl]-2-(4'-tert-butyldimethylsilyloxyphenyl)ethene methyl ester

(E)-1-[3-tert-butyldimethylsilyloxy-5-O-(2,3,4-tri-O-pivaloyl-β-D-glucopyranoside)phenyl]-2-(4'-tert-butyldimethylsilyloxyphenyl)ethene methyl ester