2-azido-5-(4-benzyloxy-3,5-dimethoxybenzyl)-4-(4-methoxybenzyl)-1-methyl-1H-imidazole

Base Information

• Chemical Name: 2-azido-5-(4-benzyloxy-3,5-dimethoxybenzyl)-4-(4-methoxybenzyl)-1-methyl-1H-imidazole
• CAS No.: 1225039-37-1
• Molecular Formula: C₂₈H₂₉N₅O₄
• Molecular Weight: 499.569
• Mol file: 1225039-37-1.mol

Synonyms:2-azido-5-(4-benzyloxy-3,5-dimethoxybenzyl)-4-(4-methoxybenzyl)-1-methyl-1H-imidazole

Chemical Property of 2-azido-5-(4-benzyloxy-3,5-dimethoxybenzyl)-4-(4-methoxybenzyl)-1-methyl-1H-imidazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-azido-5-(4-benzyloxy-3,5-dimethoxybenzyl)-4-(4-methoxybenzyl)-1-methyl-1H-imidazole

There total 6 articles about 2-azido-5-(4-benzyloxy-3,5-dimethoxybenzyl)-4-(4-methoxybenzyl)-1-methyl-1H-imidazole 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: 63.0%

5-(4-benzyloxy-3,5-dimethoxybenzyl)-4-(4-methoxy-benzyl)-1-methyl-1H-imidazole (1225039-29-1) + azido tributyltin (IV) (17846-68-3) → 2-azido-5-(4-benzyloxy-3,5-dimethoxybenzyl)-4-(4-methoxybenzyl)-1-methyl-1H-imidazole (1225039-37-1)

Guidance literature:

5-(4-benzyloxy-3,5-dimethoxybenzyl)-4-(4-methoxy-benzyl)-1-methyl-1H-imidazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

azido tributyltin (IV); In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;

DOI:10.1016/j.bmc.2017.01.024

Reference yield: 63.0%

5-(4-benzyloxy-3,5-dimethoxybenzyl)-4-(4-methoxy-benzyl)-1-methyl-1H-imidazole (1225039-29-1) → 2-azido-5-(4-benzyloxy-3,5-dimethoxybenzyl)-4-(4-methoxybenzyl)-1-methyl-1H-imidazole (1225039-37-1)

Guidance literature:

5-(4-benzyloxy-3,5-dimethoxybenzyl)-4-(4-methoxy-benzyl)-1-methyl-1H-imidazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With trisyl azide; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;

DOI:10.1039/b926285g

Reference yield:

4-(4-benzyloxy-3,5-dimethoxybenzyl)-5-(4-methoxybenzyl)-N,N-dimethyl-1H-imidazole-1-sulfonamide (1225039-36-0) → 2-azido-5-(4-benzyloxy-3,5-dimethoxybenzyl)-4-(4-methoxybenzyl)-1-methyl-1H-imidazole (1225039-37-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dichloromethane / 4 h / 0 °C / Inert atmosphere

2.1: benzylamine / acetonitrile / 10 h / 80 °C

3.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C

3.2: 0.75 h / -78 °C

With n-butyllithium; benzylamine; In tetrahydrofuran; hexane; dichloromethane; acetonitrile;

DOI:10.1016/j.bmc.2017.01.024

upstream raw materials:

5-(4-benzyloxy-3,5-dimethoxybenzyl)-4-(4-methoxy-benzyl)-1-methyl-1H-imidazole

azido tributyltin (IV)

1-(N,N-dimethylaminosulfonyl)-4-iodo-5-(4-methoxy-benzyl)-1H-imidazole

4-(4-benzyloxy-3,5-dimethoxybenzyl)-5-(4-methoxybenzyl)-N,N-dimethyl-1H-imidazole-1-sulfonamide

Downstream raw materials:

4-((4-(4-methoxybenzyl)-2-amino-1-methyl-1H-imidazol-5-yl)methyl)-2,6-dimethoxyphenol

naamidine H