(E)-14-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)-3,6,9,12-tetraoxatetradecyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: (E)-14-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)-3,6,9,12-tetraoxatetradecyl 4-methylbenzenesulfonate
• CAS No.: 1346502-42-8
• Molecular Formula: C₃₆H₄₈N₂O₁₀S
• Molecular Weight: 700.851
• Mol file: 1346502-42-8.mol

Synonyms:(E)-14-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)-3,6,9,12-tetraoxatetradecyl 4-methylbenzenesulfonate

Chemical Property of (E)-14-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)-3,6,9,12-tetraoxatetradecyl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-14-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)-3,6,9,12-tetraoxatetradecyl 4-methylbenzenesulfonate

There total 8 articles about (E)-14-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)-3,6,9,12-tetraoxatetradecyl 4-methylbenzenesulfonate 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: 67.0%

(E)-tert-butyl N-(4-(2-(6-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)phenyl)-N-methylcarbamate (1234208-02-6) + diethylene glycol ditosylate (7460-82-4) → (E)-14-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)-3,6,9,12-tetraoxatetradecyl 4-methylbenzenesulfonate (1346502-42-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.5h;

DOI:10.1021/jm2009106

Reference yield:

2-choro-5-iodopyridine (69045-79-0) → (E)-14-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)-3,6,9,12-tetraoxatetradecyl 4-methylbenzenesulfonate (1346502-42-8)

Guidance literature:

Multi-step reaction with 3 steps

1: caesium carbonate / N,N-dimethyl-formamide / 0.92 h / 150 °C / Microwave irradiation

2: tetrabutylammomium bromide; palladium diacetate; potassium carbonate / N,N-dimethyl-formamide / 2.25 h / 65 °C / Inert atmosphere

3: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C

With tetrabutylammomium bromide; palladium diacetate; sodium hydride; potassium carbonate; caesium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/jm2009106

Reference yield:

4-N-(tert-butyloxycarbonyl)-4-N-methylaminostyrene (937183-61-4) → (E)-14-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)-3,6,9,12-tetraoxatetradecyl 4-methylbenzenesulfonate (1346502-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutylammomium bromide; palladium diacetate; potassium carbonate / N,N-dimethyl-formamide / 2.25 h / 65 °C / Inert atmosphere

2: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C

With tetrabutylammomium bromide; palladium diacetate; sodium hydride; potassium carbonate; In N,N-dimethyl-formamide;

DOI:10.1021/jm2009106

upstream raw materials:

2-choro-5-iodopyridine

4-N-(tert-butyloxycarbonyl)-4-N-methylaminostyrene

2-(2-(2-((5-iodopyridin-2-yl)oxy)ethoxy)ethoxy)ethan-1-ol

(E)-tert-butyl N-(4-(2-(6-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)phenyl)-N-methylcarbamate

Downstream raw materials:

2-(1,3-di((E)-(2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)propan-2-yloxy)-tetrahydro-2H-pyran

1,3-di((E)-2-(2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)propan-2-ol

2-(2-(1,3-di((E)-2-(2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)propan-2-yloxy)ethoxy)tetrahydro-2H-pyran

2-(1,3-di((E)-2-(2-(2-(2-(2-(5-(4-(tert-butoxycarbonyl(methyl)amino)styryl)pyridin-2-yloxy)ethoxy)ethoxy)ethoxy)ethoxy)ethoxy)propan-2-yloxy)ethanol