2-azido-5-[4-methoxybenzyl]-4-[methoxy-(4-methoxy-phenyl)]methyl-1-methyl-1H-imidazole

Base Information

Chemical Name:2-azido-5-[4-methoxybenzyl]-4-[methoxy-(4-methoxy-phenyl)]methyl-1-methyl-1H-imidazole
CAS No.:1206617-53-9
Molecular Formula:C₂₁H₂₃N₅O₃
Molecular Weight:393.445
Hs Code.:

Synonyms:2-azido-5-[4-methoxybenzyl]-4-[methoxy-(4-methoxy-phenyl)]methyl-1-methyl-1H-imidazole

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Chemical Property of 2-azido-5-[4-methoxybenzyl]-4-[methoxy-(4-methoxy-phenyl)]methyl-1-methyl-1H-imidazole

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Technology Process of 2-azido-5-[4-methoxybenzyl]-4-[methoxy-(4-methoxy-phenyl)]methyl-1-methyl-1H-imidazole

There total 4 articles about 2-azido-5-[4-methoxybenzyl]-4-[methoxy-(4-methoxy-phenyl)]methyl-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: 67.0%

: 1206617-52-8
C₂₁H₂₄N₂O₃

: 1206617-53-9
2-azido-5-[4-methoxybenzyl]-4-[methoxy-(4-methoxy-phenyl)]methyl-1-methyl-1H-imidazole

Guidance literature:: C₂₁H₂₄N₂O₃; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

With 4-toluenesulfonyl azide; In tetrahydrofuran;
DOI:10.1016/j.tetlet.2009.10.117

Reference yield:

: 1197054-82-2
(4-iodo-1-methyl-1H-imidazol-5-yl)(4-methoxyphenyl)methanol

: 1206617-53-9
2-azido-5-[4-methoxybenzyl]-4-[methoxy-(4-methoxy-phenyl)]methyl-1-methyl-1H-imidazole

Guidance literature:: Multi-step reaction with 5 steps

1.1: trifluoroacetic acid; triethylsilane / dichloromethane / 60 h / Inert atmosphere; Reflux

2.1: ethylmagnesium bromide / tetrahydrofuran / 2 h / 0 - 20 °C

2.2: 0 - 20 °C

3.1: magnesium / tetrahydrofuran

3.2: Reflux

4.1: trifluoroacetic acid / 55 °C

5.1: 4-toluenesulfonyl azide; n-butyllithium / hexane; tetrahydrofuran / -78 °C

With triethylsilane; n-butyllithium; 4-toluenesulfonyl azide; ethylmagnesium bromide; magnesium; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/j.bmc.2017.01.024

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 1206617-53-9
2-azido-5-[4-methoxybenzyl]-4-[methoxy-(4-methoxy-phenyl)]methyl-1-methyl-1H-imidazole

Guidance literature:: Multi-step reaction with 6 steps

1.1: ethylmagnesium bromide / dichloromethane

2.1: trifluoroacetic acid; triethylsilane / dichloromethane / 60 h / Inert atmosphere; Reflux

3.1: ethylmagnesium bromide / tetrahydrofuran / 2 h / 0 - 20 °C

3.2: 0 - 20 °C

4.1: magnesium / tetrahydrofuran

4.2: Reflux

5.1: trifluoroacetic acid / 55 °C

6.1: 4-toluenesulfonyl azide; n-butyllithium / hexane; tetrahydrofuran / -78 °C

With triethylsilane; n-butyllithium; 4-toluenesulfonyl azide; ethylmagnesium bromide; magnesium; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/j.bmc.2017.01.024