tert-butyl(cinnamyloxy)diphenylsilane

Base Information

• Chemical Name: tert-butyl(cinnamyloxy)diphenylsilane
• CAS No.: 258281-81-1
• Molecular Formula: C₂₅H₂₈OSi
• Molecular Weight: 372.582
• Mol file: 258281-81-1.mol

Synonyms:tert-butyl(cinnamyloxy)diphenylsilane

Chemical Property of tert-butyl(cinnamyloxy)diphenylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of tert-butyl(cinnamyloxy)diphenylsilane

There total 1 articles about tert-butyl(cinnamyloxy)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:

3-Phenylpropenol (104-54-1) + tert-butylchlorodiphenylsilane (58479-61-1) → tert-butyl(cinnamyloxy)diphenylsilane (258281-81-1)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃;

DOI:10.1055/s-0035-1561498

Reference yield: 70.0%

tert-butyl(cinnamyloxy)diphenylsilane (258281-81-1) → 3-phenyl-propenal (104-55-2)

Guidance literature:

With 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate; In acetonitrile; at 40 ℃; for 72h;

DOI:10.1055/s-0035-1561498

Reference yield:

tert-butyl(cinnamyloxy)diphenylsilane (258281-81-1) → (±)-(1R,2S)-3-((tert-butyldiphenylsilyl)oxy)-1-phenylpropane-1,2-diol + C25H30O3Si

Guidance literature:

tert-butyl(cinnamyloxy)diphenylsilane; With cyclopropane-1,1-dicarbonyl peroxide; acetic acid; In dichloromethane; at 40 ℃; for 24h; Inert atmosphere; Sealed tube;

With water; sodium hydroxide; In tetrahydrofuran; at 60 ℃; for 18h; Overall yield = 52 %; Overall yield = 210 mg; diastereoselective reaction;

DOI:10.1021/acs.orglett.5b02674

upstream raw materials:

3-Phenylpropenol

tert-butylchlorodiphenylsilane

Downstream raw materials:

2-(2-(3,4-diphenylisoquinolin-1-yl)-2-hydroxyethyl)isoindoline-1,3-dione

(E)-(3-azido-3-phenylallyloxy)(tert-butyl)diphenylsilane

(E)-3-azido-3-phenylprop-2-en-1-ol

(E)-2-(3-azido-3-phenylallyl)isoindoline-1,3-dione

Refernces