ethyl 4-(2-(tert-butyldimethylsilyl)-5-(4-chlorobenzoyl)-1-(N,N-dimethylsulfamoyl)imidazol-4-yl)benzoate

Base Information

Chemical Name:ethyl 4-(2-(tert-butyldimethylsilyl)-5-(4-chlorobenzoyl)-1-(N,N-dimethylsulfamoyl)imidazol-4-yl)benzoate
CAS No.:1609648-88-5
Molecular Formula:C₂₇H₃₄ClN₃O₅SSi
Molecular Weight:576.189
Hs Code.:

Synonyms:ethyl 4-(2-(tert-butyldimethylsilyl)-5-(4-chlorobenzoyl)-1-(N,N-dimethylsulfamoyl)imidazol-4-yl)benzoate

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Chemical Property of ethyl 4-(2-(tert-butyldimethylsilyl)-5-(4-chlorobenzoyl)-1-(N,N-dimethylsulfamoyl)imidazol-4-yl)benzoate

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Technology Process of ethyl 4-(2-(tert-butyldimethylsilyl)-5-(4-chlorobenzoyl)-1-(N,N-dimethylsulfamoyl)imidazol-4-yl)benzoate

There total 5 articles about ethyl 4-(2-(tert-butyldimethylsilyl)-5-(4-chlorobenzoyl)-1-(N,N-dimethylsulfamoyl)imidazol-4-yl)benzoate 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: 66.0%

: 1609648-55-6
ethyl 4-(2-(tert-butyldimethylsilyl)-1-(N,N-dimethylsulfamoyl)-5-((4-methoxy-3,5-dimethylphenyl)sulfinyl)imidazol-4-yl)benzoate

: 122-01-0
4-chloro-benzoyl chloride

: 1609648-88-5
ethyl 4-(2-(tert-butyldimethylsilyl)-5-(4-chlorobenzoyl)-1-(N,N-dimethylsulfamoyl)imidazol-4-yl)benzoate

Guidance literature:: ethyl 4-(2-(tert-butyldimethylsilyl)-1-(N,N-dimethylsulfamoyl)-5-((4-methoxy-3,5-dimethylphenyl)sulfinyl)imidazol-4-yl)benzoate; With TurboGrignard; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;

With zinc(II) chloride; In tetrahydrofuran; at -30 ℃; for 0.25h; Inert atmosphere;

4-chloro-benzoyl chloride; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.1002/anie.201309217

Reference yield:

: 1609648-50-1
2-(tert-butyldimethylsilyl)-5-((4-methoxy-3,5-dimethylphenyl)sulfinyl)N,N-dimethylimidazole-1-sulfonamide

: 1609648-88-5
ethyl 4-(2-(tert-butyldimethylsilyl)-5-(4-chlorobenzoyl)-1-(N,N-dimethylsulfamoyl)imidazol-4-yl)benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / 1 h / -30 °C / Inert atmosphere; Schlenk technique

1.2: 0.25 h / -30 °C / Inert atmosphere

1.3: 2 h / 50 °C / Inert atmosphere

2.1: TurboGrignard / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere; Schlenk technique

2.2: 0.25 h / -30 °C / Inert atmosphere

2.3: 12 h / 20 °C / Inert atmosphere

With TurboGrignard; 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; In tetrahydrofuran; 1.3: |Negishi Coupling / 2.3: |Negishi Coupling;
DOI:10.1002/anie.201309217

Reference yield:

: 129378-52-5
2-tert-butyldimethylsilyl-N,N-dimethylimidazole-1-sulfonamide

: 1609648-88-5
ethyl 4-(2-(tert-butyldimethylsilyl)-5-(4-chlorobenzoyl)-1-(N,N-dimethylsulfamoyl)imidazol-4-yl)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere; Schlenk technique

1.2: 4 h / -20 - 20 °C / Inert atmosphere; Schlenk technique

2.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / 1 h / -30 °C / Inert atmosphere; Schlenk technique

2.2: 0.25 h / -30 °C / Inert atmosphere

2.3: 2 h / 50 °C / Inert atmosphere

3.1: TurboGrignard / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere; Schlenk technique

3.2: 0.25 h / -30 °C / Inert atmosphere

3.3: 12 h / 20 °C / Inert atmosphere

With TurboGrignard; 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; In tetrahydrofuran; 2.3: |Negishi Coupling / 3.3: |Negishi Coupling;
DOI:10.1002/anie.201309217