2-bromo-N-(4-((tert-butyldimethylsilyl)oxy)phenyl)-5-methoxy-N-(methoxymethyl)benzamide

Base Information

• Chemical Name: 2-bromo-N-(4-((tert-butyldimethylsilyl)oxy)phenyl)-5-methoxy-N-(methoxymethyl)benzamide
• CAS No.: 1610725-18-2
• Molecular Formula: C₂₂H₃₀BrNO₄Si
• Molecular Weight: 480.474
• Mol file: 1610725-18-2.mol

Synonyms:2-bromo-N-(4-((tert-butyldimethylsilyl)oxy)phenyl)-5-methoxy-N-(methoxymethyl)benzamide

Chemical Property of 2-bromo-N-(4-((tert-butyldimethylsilyl)oxy)phenyl)-5-methoxy-N-(methoxymethyl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-bromo-N-(4-((tert-butyldimethylsilyl)oxy)phenyl)-5-methoxy-N-(methoxymethyl)benzamide

There total 6 articles about 2-bromo-N-(4-((tert-butyldimethylsilyl)oxy)phenyl)-5-methoxy-N-(methoxymethyl)benzamide 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: 85.0%

bromethyl methyl ether (13057-17-5) + 2-bromo-N-(4-((tert-butyldimethylsilyl)oxy)phenyl)-5-methoxybenzamide (1610725-17-1) → 2-bromo-N-(4-((tert-butyldimethylsilyl)oxy)phenyl)-5-methoxy-N-(methoxymethyl)benzamide (1610725-18-2)

Guidance literature:

2-bromo-N-(4-((tert-butyldimethylsilyl)oxy)phenyl)-5-methoxybenzamide; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

bromethyl methyl ether; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmcl.2014.04.047

Reference yield:

2-bromo-5-methoxybenzoyl chloride (56658-04-9) → 2-bromo-N-(4-((tert-butyldimethylsilyl)oxy)phenyl)-5-methoxy-N-(methoxymethyl)benzamide (1610725-18-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / dichloromethane / 3 h / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

With sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2014.04.047

Reference yield:

2-bromo-5-methoxy-benzoic acid (22921-68-2) → 2-bromo-N-(4-((tert-butyldimethylsilyl)oxy)phenyl)-5-methoxy-N-(methoxymethyl)benzamide (1610725-18-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride / 2 h / Reflux

2.1: triethylamine / dichloromethane / 3 h / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3.2: 2 h / 20 °C / Inert atmosphere

With thionyl chloride; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2014.04.047

upstream raw materials:

2-bromo-5-methoxy-benzoic acid

2-bromo-5-methoxybenzoyl chloride

bromethyl methyl ether

2-bromo-N-(4-((tert-butyldimethylsilyl)oxy)phenyl)-5-methoxybenzamide