3-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)cyclohex-2-en-1-one

Base Information

• Chemical Name: 3-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)cyclohex-2-en-1-one
• CAS No.: 1379450-03-9
• Molecular Formula: C₁₄H₂₆O₂Si
• Molecular Weight: 254.445
• Mol file: 1379450-03-9.mol

Synonyms:3-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)cyclohex-2-en-1-one

Chemical Property of 3-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)cyclohex-2-en-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)cyclohex-2-en-1-one

There total 10 articles about 3-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)cyclohex-2-en-1-one 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: 87.0%

C14H28O2Si → 3-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)cyclohex-2-en-1-one (1379450-03-9)

Guidance literature:

With dipyridinium dichromate; [bis(acetoxy)iodo]benzene; magnesium sulfate; In dichloromethane; water; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2015.09.046

Reference yield: 53.0%

(R)-3-[2-(tert-butyldimethylsilyloxy)ethyl]cyclohexanone (1379450-02-8) → C14H26O2Si + 3-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)cyclohex-2-en-1-one (1379450-03-9)

Guidance literature:

(R)-3-[2-(tert-butyldimethylsilyloxy)ethyl]cyclohexanone; With 2,2,6,6-tetramethylpiperidinyl-lithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With N-(tert-butyl)benzenesulfinimidoyl chloride; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

DOI:10.1021/ja301326k

Reference yield: 43.0%

tert-butyl[2-(cyclohex-2-en-1-yl)ethoxy]dimethylsilane → 3-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)cyclohex-2-en-1-one (1379450-03-9) + 4-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)cyclohex-2-en-1-one

Guidance literature:

With tert.-butylhydroperoxide; dirhodium(II) tetrakis(caprolactam); potassium carbonate; In dichloromethane; at 25 ℃; for 3h; Reagent/catalyst; Inert atmosphere;

DOI:10.1002/chem.201601449

upstream raw materials:

methyl (S)-2-(1,4-dioxaspiro[4.5]decan-7-yl)acetate

dimethyl (S)-2-(1,4-dioxaspiro[4.5]decan-7-yl)malonate

cyclohexenone

(R)-2-(1,4-dioxaspiro[4.5]decan-7-yl)ethanol