N-(4-benzyloxy-2-bromo-3,5-dimethoxy)-N-(4-methoxybenzyl)amine

Base Information

• Chemical Name: N-(4-benzyloxy-2-bromo-3,5-dimethoxy)-N-(4-methoxybenzyl)amine
• CAS No.: 556039-57-7
• Molecular Formula: C₂₄H₂₆BrNO₄
• Molecular Weight: 472.379
• Mol file: 556039-57-7.mol

Synonyms:N-(4-benzyloxy-2-bromo-3,5-dimethoxy)-N-(4-methoxybenzyl)amine

Chemical Property of N-(4-benzyloxy-2-bromo-3,5-dimethoxy)-N-(4-methoxybenzyl)amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-benzyloxy-2-bromo-3,5-dimethoxy)-N-(4-methoxybenzyl)amine

There total 1 articles about N-(4-benzyloxy-2-bromo-3,5-dimethoxy)-N-(4-methoxybenzyl)amine 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-methoxy-benzylamine (2393-23-9) + 4-(benzyloxy)-2-bromo-3,5-dimethoxybenzaldehyde (137214-62-1) → N-(4-benzyloxy-2-bromo-3,5-dimethoxy)-N-(4-methoxybenzyl)amine (556039-57-7)

Guidance literature:

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 ℃; for 12h;

DOI:10.1002/ejoc.200390177

Reference yield: 69.0%

methyl chloroformate (79-22-1) + N-(4-benzyloxy-2-bromo-3,5-dimethoxy)-N-(4-methoxybenzyl)amine (556039-57-7) → methyl N-(4-benzyloxy-2-bromo-3,5-dimethoxy)-N-(4-methoxybenzyl)carbamate (556039-60-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1002/ejoc.200390177

Reference yield:

N-(4-benzyloxy-2-bromo-3,5-dimethoxy)-N-(4-methoxybenzyl)amine (556039-57-7) → 6-benzyloxy-5,7-dimethoxy-2-[(4-methoxyphenyl)methyl]-2,3-dihydro-1H-isoindol-1-one

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / Et₃N / CH₂Cl₂ / 3 h / 20 °C

2: 82 percent / tert-butyllithium / tetrahydrofuran; pentane / 0.5 h / -100 - -50 °C

With tert.-butyl lithium; triethylamine; In tetrahydrofuran; dichloromethane; pentane; 2: Parham cyclization;

DOI:10.1002/ejoc.200390177

upstream raw materials:

4-methoxy-benzylamine

4-(benzyloxy)-2-bromo-3,5-dimethoxybenzaldehyde

Downstream raw materials:

methyl N-(4-benzyloxy-2-bromo-3,5-dimethoxy)-N-(4-methoxybenzyl)carbamate

(E)-6-benzyloxy-3-(2-iodobenzylidene)-5,7-dimethoxy-2-(4-methoxybenzyl)-2,3-dihydro-1H-isoindolin-1-one