2-azido-5-[1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-4-[1-(4-methoxyphenyl)methyl]-1-methyl-1H-imidazole

Base Information

Chemical Name:2-azido-5-[1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-4-[1-(4-methoxyphenyl)methyl]-1-methyl-1H-imidazole
CAS No.:445474-83-9
Molecular Formula:C₂₇H₃₇N₅O₄Si
Molecular Weight:523.707
Hs Code.:

Synonyms:2-azido-5-[1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-4-[1-(4-methoxyphenyl)methyl]-1-methyl-1H-imidazole

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Chemical Property of 2-azido-5-[1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-4-[1-(4-methoxyphenyl)methyl]-1-methyl-1H-imidazole

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Technology Process of 2-azido-5-[1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-4-[1-(4-methoxyphenyl)methyl]-1-methyl-1H-imidazole

There total 8 articles about 2-azido-5-[1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-4-[1-(4-methoxyphenyl)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: 78.0%

: 445474-81-7
2-bromo-5-[1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-4-[1-(4-methoxyphenyl)methyl]-1-methyl-1H-imidazole

: 445474-83-9
2-azido-5-[1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-4-[1-(4-methoxyphenyl)methyl]-1-methyl-1H-imidazole

Guidance literature:: 2-bromo-5-[1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-4-[1-(4-methoxyphenyl)methyl]-1-methyl-1H-imidazole; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.25h;

With 2,4,6-Triisopropylbenzenesulfonyl azide; In tetrahydrofuran; pentane; at -78 ℃; for 1h; Further stages.;
DOI:10.1039/b200845a

Reference yield:

: 122271-66-3
2-<(tert-butyldimethylsilyl)oxy>-3,4-dimethoxybenzaldehyde

: 445474-83-9
2-azido-5-[1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-4-[1-(4-methoxyphenyl)methyl]-1-methyl-1H-imidazole

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-BuLi; 2,2,6,6-tetramethylpiperidine / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 78 percent / tetrahydrofuran; hexane / 2 h / -78 °C

2.1: 98 percent / Et₃SiH; TFA / CH₂Cl₂ / 12 h / 20 °C

3.1: 81 percent / NBS / tetrahydrofuran / 1 h / 0 °C

4.1: 89 percent / t-BuLi / pentane; tetrahydrofuran / 1 h / -78 °C

5.1: 62 percent / NaBH₄; NiCl₂*6H₂O / methanol; tetrahydrofuran / 2 h / Heating

6.1: 59 percent / NBS / tetrahydrofuran / 1 h / 0 °C

7.1: t-BuLi / pentane; tetrahydrofuran / 0.25 h / -78 °C

7.2: 78 percent / trisyl azide / pentane; tetrahydrofuran / 1 h / -78 °C

With 2,2,6,6-tetramethyl-piperidine; triethylsilane; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; tert.-butyl lithium; trifluoroacetic acid; nickel dichloride; In tetrahydrofuran; methanol; hexane; dichloromethane; pentane;
DOI:10.1039/b200845a

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 445474-83-9
2-azido-5-[1-(2-tert-butyldimethylsiloxy-3,4-dimethoxyphenyl)methyl]-4-[1-(4-methoxyphenyl)methyl]-1-methyl-1H-imidazole

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / t-BuLi / pentane; tetrahydrofuran / 1 h / -78 °C

2.1: 62 percent / NaBH₄; NiCl₂*6H₂O / methanol; tetrahydrofuran / 2 h / Heating

3.1: 59 percent / NBS / tetrahydrofuran / 1 h / 0 °C

4.1: t-BuLi / pentane; tetrahydrofuran / 0.25 h / -78 °C

4.2: 78 percent / trisyl azide / pentane; tetrahydrofuran / 1 h / -78 °C

With sodium tetrahydroborate; N-Bromosuccinimide; tert.-butyl lithium; nickel dichloride; In tetrahydrofuran; methanol; pentane;
DOI:10.1039/b200845a