3-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-4-ethyl-4H-pyridine-1-carboxylic acid phenyl ester

Base Information

• Chemical Name: 3-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-4-ethyl-4H-pyridine-1-carboxylic acid phenyl ester
• CAS No.: 174969-59-6
• Molecular Formula: C₂₃H₃₃NO₃Si
• Molecular Weight: 399.605
• Mol file: 174969-59-6.mol

Synonyms:3-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-4-ethyl-4H-pyridine-1-carboxylic acid phenyl ester

Chemical Property of 3-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-4-ethyl-4H-pyridine-1-carboxylic acid phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-4-ethyl-4H-pyridine-1-carboxylic acid phenyl ester

There total 3 articles about 3-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-4-ethyl-4H-pyridine-1-carboxylic acid phenyl ester 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: 74.0%

ethylmagnesium bromide (925-90-6) + phenyl chloroformate (1885-14-9) + (E)-3-(tert-butyldimethylsilanyloxy)-1-(3-pyridyl)propene (174969-58-5) → 3-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-4-ethyl-4H-pyridine-1-carboxylic acid phenyl ester (174969-59-6)

Guidance literature:

With copper(l) iodide; In tetrahydrofuran;

DOI:10.1246/cl.1996.113

Reference yield:

trans-3-(pyridin-3-yl)-allyl alcohol (120277-39-6) → 3-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-4-ethyl-4H-pyridine-1-carboxylic acid phenyl ester (174969-59-6)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide

2: 74 percent / CuI / tetrahydrofuran

With 1H-imidazole; copper(l) iodide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1246/cl.1996.113

Reference yield:

methyl (E)-3-(3-pyridyl)acrylate (81124-48-3) → 3-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-propenyl]-4-ethyl-4H-pyridine-1-carboxylic acid phenyl ester (174969-59-6)

Guidance literature:

Multi-step reaction with 3 steps

1: DIBAL-H / toluene

2: imidazole / dimethylformamide

3: 74 percent / CuI / tetrahydrofuran

With 1H-imidazole; copper(l) iodide; diisobutylaluminium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;

DOI:10.1246/cl.1996.113

upstream raw materials:

ethylmagnesium bromide

phenyl chloroformate

(E)-3-(tert-butyldimethylsilanyloxy)-1-(3-pyridyl)propene

trans-3-(pyridin-3-yl)-allyl alcohol