(E)-1-[(tert-butyldimethylsilyl)oxy]-2,6-diphenyl-3-hexene

Base Information

• Chemical Name: (E)-1-[(tert-butyldimethylsilyl)oxy]-2,6-diphenyl-3-hexene
• CAS No.: 1016652-44-0
• Molecular Formula: C₂₄H₃₄OSi
• Molecular Weight: 366.619
• Mol file: 1016652-44-0.mol

Synonyms:(E)-1-[(tert-butyldimethylsilyl)oxy]-2,6-diphenyl-3-hexene

Chemical Property of (E)-1-[(tert-butyldimethylsilyl)oxy]-2,6-diphenyl-3-hexene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-1-[(tert-butyldimethylsilyl)oxy]-2,6-diphenyl-3-hexene

There total 20 articles about (E)-1-[(tert-butyldimethylsilyl)oxy]-2,6-diphenyl-3-hexene 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: 97.0%

(Z)-6-[(tert-butyldimethylsilyl)oxy]-1-phenylhex-4-en-3-yl pyridine-2-carboxylate (1016652-43-9) + phenyllithium (591-51-5) → (E)-1-[(tert-butyldimethylsilyl)oxy]-2,6-diphenyl-3-hexene (1016652-44-0)

Guidance literature:

phenyllithium; With copper(I) bromide (methylsulfanyl)methane complex; magnesium bromide; In tetrahydrofuran; diethyl ether; cyclohexane; at 0 ℃; for 0.5h;

(Z)-6-[(tert-butyldimethylsilyl)oxy]-1-phenylhex-4-en-3-yl pyridine-2-carboxylate; In tetrahydrofuran; diethyl ether; cyclohexane; at 0 ℃; Reagent/catalyst; Temperature; regioselective reaction; Reactivity;

DOI:10.1016/j.tetlet.2008.10.002

Reference yield: 92.0%

(S,Z)-6-[(tert-butyldimethylsilyl)oxy]-1-phenylhex-4-en-3-yl pyridine-2-carboxylate (1016652-32-6) + phenylmagnesium bromide (100-58-3) → (E)-1-[(tert-butyldimethylsilyl)oxy]-2,6-diphenyl-3-hexene (1016652-44-0)

Guidance literature:

phenylmagnesium bromide; With copper(I) bromide dimethylsulfide complex; In tetrahydrofuran; Cooling with ice;

(S,Z)-6-[(tert-butyldimethylsilyl)oxy]-1-phenylhex-4-en-3-yl pyridine-2-carboxylate; In tetrahydrofuran; at 0 ℃; for 1.5h; regioselective reaction;

DOI:10.1021/ol800300x

Reference yield: 92.0%

(Z)-6-[(tert-butyldimethylsilyl)oxy]-1-phenylhex-4-en-3-yl pyridine-2-carboxylate (1016652-43-9) + phenylmagnesium bromide (100-58-3) → (Z)-6-(tert-butyldimethylsilyloxy)-1-phenylhex-4-en-3-ol (1057668-31-1) + (E)-1-[(tert-butyldimethylsilyl)oxy]-2,6-diphenyl-3-hexene (1016652-44-0)

Guidance literature:

phenylmagnesium bromide; With copper(I) bromide dimethylsulfide complex;

(Z)-6-[(tert-butyldimethylsilyl)oxy]-1-phenylhex-4-en-3-yl pyridine-2-carboxylate; In tetrahydrofuran; at 0 ℃; for 1h; regioselective reaction;

DOI:10.1021/jo802426g

upstream raw materials:

(S,Z)-6-[(tert-butyldimethylsilyl)oxy]-1-phenylhex-4-en-3-yl pyridine-2-carboxylate

phenylmagnesium bromide

C₂₄H₃₃NO₃Si

C₂₅H₂₉F₅O₃Si