tert-butyl (E)-4-(2-(5-bromo-6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)phenyl(methyl)carbamate

Base Information

• Chemical Name: tert-butyl (E)-4-(2-(5-bromo-6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)phenyl(methyl)carbamate
• CAS No.: 937183-68-1
• Molecular Formula: C₂₅H₃₂BrFN₂O₅
• Molecular Weight: 539.442
• Mol file: 937183-68-1.mol

Synonyms:tert-butyl (E)-4-(2-(5-bromo-6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)phenyl(methyl)carbamate

Chemical Property of tert-butyl (E)-4-(2-(5-bromo-6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)phenyl(methyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (E)-4-(2-(5-bromo-6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)phenyl(methyl)carbamate

There total 10 articles about tert-butyl (E)-4-(2-(5-bromo-6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)phenyl(methyl)carbamate 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: 94.0%

4-N-(tert-butyloxycarbonyl)-4-N-methylaminostyrene (937183-61-4) + 3-bromo-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)-5-iodopyridine (937183-64-7) → tert-butyl (E)-4-(2-(5-bromo-6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)phenyl(methyl)carbamate (937183-68-1)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; palladium diacetate; In N,N-dimethyl-formamide; at 65 ℃; for 2h;

DOI:10.1021/jm070025+

Reference yield: 94.0%

→ tert-butyl (E)-4-(2-(5-bromo-6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)phenyl(methyl)carbamate (937183-68-1)

Guidance literature:

Reference yield:

3-bromo-pyridin-2-ol (13466-43-8) → tert-butyl (E)-4-(2-(5-bromo-6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)pyridin-3-yl)vinyl)phenyl(methyl)carbamate (937183-68-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / N-iodosuccinimide / acetonitrile / 1 h / Heating

2: 75 percent / PPh₃; diisopropyl azodicarboxylate / tetrahydrofuran / 2 h / 20 °C

3: 94 percent / K₂CO₃; tetrabutylammonium bromide / Pd(OAc)2 / dimethylformamide / 2 h / 65 °C

With N-iodo-succinimide; di-isopropyl azodicarboxylate; tetrabutylammomium bromide; potassium carbonate; triphenylphosphine; palladium diacetate; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; 2: Mitsunobu reaction / 3: Heck reaction;

DOI:10.1021/jm070025+

upstream raw materials:

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

3-bromo-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)-5-iodopyridine

3-bromo-pyridin-2-ol

2-(2-(2-fluoroethoxy)ethoxy)ethanol

Downstream raw materials:

tert-butyl (E)-4-(2-(6-(2-(2-(2-fluoroethoxy)ethoxy)ethoxy)-5-iodopyridin-3-yl)vinyl)phenyl(methyl)carbamate