tert-butyl(cyclohex-1-en-1-yloxy)diphenylsilane

Base Information

• Chemical Name: tert-butyl(cyclohex-1-en-1-yloxy)diphenylsilane
• CAS No.: 152718-41-7
• Molecular Formula: C₂₂H₂₈OSi
• Molecular Weight: 336.549
• Mol file: 152718-41-7.mol

Synonyms:tert-butyl(cyclohex-1-en-1-yloxy)diphenylsilane

Chemical Property of tert-butyl(cyclohex-1-en-1-yloxy)diphenylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl(cyclohex-1-en-1-yloxy)diphenylsilane

There total 3 articles about tert-butyl(cyclohex-1-en-1-yloxy)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: 98.0%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + tert-butylchlorodiphenylsilane (58479-61-1) → tert-butyl(cyclohex-1-en-1-yloxy)diphenylsilane (152718-41-7)

Guidance literature:

cyclohexanone; With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

tert-butylchlorodiphenylsilane; In tetrahydrofuran; at -78 - 23 ℃; Inert atmosphere;

Reference yield:

cyclohexen-1-ol (4065-81-0) + tert-butylchlorodiphenylsilane (58479-61-1) → tert-butyl(cyclohex-1-en-1-yloxy)diphenylsilane (152718-41-7)

Guidance literature:

cyclohexen-1-ol; tert-butylchlorodiphenylsilane; at -78 - 20 ℃; for 2h; Inert atmosphere;

With sodium hydrogencarbonate; In water; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.10.037

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → tert-butyl(cyclohex-1-en-1-yloxy)diphenylsilane (152718-41-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hexamethylsilazane / 0.5 h / -78 °C / Inert atmosphere

2.1: 2 h / -78 - 20 °C / Inert atmosphere

2.2: Inert atmosphere

With potassium hexamethylsilazane;

DOI:10.1016/j.tetlet.2012.10.037

upstream raw materials:

cyclohexanone

tert-butylchlorodiphenylsilane

cyclohexen-1-ol

Downstream raw materials:

C₅₄H₆₈O₆Si

(S)-methyl 4-((R)-1-((tert-butyldiphenylsilyl)oxy)cyclohex-2-en-1-yl)-2-diazo-3-oxopentanoate

((1R,6R)-7-oxa-bicyclo[4.1.0]heptan-1-yloxy)(tert-butyl)diphenylsilane

Refernces

• 1、 Dujardin, Gilles,Martel, Arnaud,Brown, Eric. "Eu(fod)3 and SnCl4-catalyzed heterocycloadditions of O-silyl enol ethers deriving from cyclic ketones". . p. 8647 - 8650. Retrieved 1998.
• 2、 Yuan, Changchun,Yang, Li,Yue, Guizhou,Yu, Tianzi,Zhong, Weiming,Liu, Bo. "A base-promoted deprotection of 1,3-dioxolanes to ketones". . p. 6972 - 6976. Retrieved 2013/01/15.