N-[4,5-bis(tert-butyldimethylsilyloxymethyl)-1-methyl-1H-imidazol-2-yl]-N-tritylamine

Base Information

Chemical Name:N-[4,5-bis(tert-butyldimethylsilyloxymethyl)-1-methyl-1H-imidazol-2-yl]-N-tritylamine
CAS No.:263159-47-3
Molecular Formula:C₃₇H₅₃N₃O₂Si₂
Molecular Weight:628.018
Hs Code.:

Synonyms:N-[4,5-bis(tert-butyldimethylsilyloxymethyl)-1-methyl-1H-imidazol-2-yl]-N-tritylamine

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Chemical Property of N-[4,5-bis(tert-butyldimethylsilyloxymethyl)-1-methyl-1H-imidazol-2-yl]-N-tritylamine

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Technology Process of N-[4,5-bis(tert-butyldimethylsilyloxymethyl)-1-methyl-1H-imidazol-2-yl]-N-tritylamine

There total 8 articles about N-[4,5-bis(tert-butyldimethylsilyloxymethyl)-1-methyl-1H-imidazol-2-yl]-N-tritylamine 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: 93.0%

: 76-83-5
trityl chloride

: 263159-46-2
4,5-bis(tert-butyldimethylsilyloxymethyl)-1-methyl-1H-imidazol-2-ylamine

: 263159-47-3
N-[4,5-bis(tert-butyldimethylsilyloxymethyl)-1-methyl-1H-imidazol-2-yl]-N-tritylamine

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1016/S0040-4020(99)01031-5

Reference yield:

: 570-22-9
4,5-imidazoledicarboxylic acid

: 263159-47-3
N-[4,5-bis(tert-butyldimethylsilyloxymethyl)-1-methyl-1H-imidazol-2-yl]-N-tritylamine

Guidance literature:: Multi-step reaction with 7 steps

1: 62 percent / SOCl₂ / dimethylformamide / 48 h / 80 °C

2: 76 percent / K₂CO₃ / dimethylformamide / 24 h / 40 °C

3: 66 percent / LiAlH₄ / tetrahydrofuran / 5 h / 20 °C

4: 74 percent / imidazole / dimethylformamide / 96 h / 20 °C

5: 69 percent / n-BuLi; tosyl azide / tetrahydrofuran; hexane / -78 - 20 °C

6: 91 percent / H₂ / Pd/C / ethanol / 1 h / 20 °C / 3102.89 Torr

7: 93 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; thionyl chloride; 4-toluenesulfonyl azide; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; 1: Esterification / 2: Methylation / 3: Reduction / 4: Substitution / 5: Substitution / 6: Reduction / 7: Substitution;
DOI:10.1016/S0040-4020(99)01031-5

Reference yield:

: 1080-79-1
imidazole 4,5-dicarboxylic acid diethyl ester

: 263159-47-3
N-[4,5-bis(tert-butyldimethylsilyloxymethyl)-1-methyl-1H-imidazol-2-yl]-N-tritylamine

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / K₂CO₃ / dimethylformamide / 24 h / 40 °C

2: 66 percent / LiAlH₄ / tetrahydrofuran / 5 h / 20 °C

3: 74 percent / imidazole / dimethylformamide / 96 h / 20 °C

4: 69 percent / n-BuLi; tosyl azide / tetrahydrofuran; hexane / -78 - 20 °C

5: 91 percent / H₂ / Pd/C / ethanol / 1 h / 20 °C / 3102.89 Torr

6: 93 percent / Et₃N / CH₂Cl₂ / 16 h / 20 °C

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; 4-toluenesulfonyl azide; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; 1: Methylation / 2: Reduction / 3: Substitution / 4: Substitution / 5: Reduction / 6: Substitution;
DOI:10.1016/S0040-4020(99)01031-5