4-phenyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole

Base Information

• Chemical Name: 4-phenyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole
• CAS No.: 107750-90-3
• Molecular Formula: C₁₅H₂₂N₂OSi
• Molecular Weight: 274.438
• Mol file: 107750-90-3.mol

Synonyms:4-phenyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole

Chemical Property of 4-phenyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-phenyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole

There total 3 articles about 4-phenyl-1-((2-(trimethylsilyl)ethoxy)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: 93.0%

5-phenyl-1-(2-(trimethylsilanyl)-ethoxymethyl)-1H-imidazole (864825-98-9) → 4-phenyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole (107750-90-3)

Guidance literature:

With (2-trimethylethylsilylethoxy)methyl chloride; In acetonitrile; at 80 ℃; for 24h;

DOI:10.1021/jo100727j

Reference yield: 58.0%

(2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 5-phenyl-1-(2-(trimethylsilanyl)-ethoxymethyl)-1H-imidazole (864825-98-9) + 4-phenyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole (107750-90-3)

Guidance literature:

4-Phenylimidazole; With sodium hydride; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 1.5h;

(2-trimethylethylsilylethoxy)methyl chloride; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 1h;

Reference yield: 50.0%

4-Phenylimidazole (670-95-1) + (2-trimethylethylsilylethoxy)methyl chloride (76513-69-4) → 4-phenyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole (107750-90-3)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

DOI:10.1021/jm9012278

upstream raw materials:

4-Phenylimidazole

(2-trimethylethylsilylethoxy)methyl chloride

5-phenyl-1-(2-(trimethylsilanyl)-ethoxymethyl)-1H-imidazole

Downstream raw materials:

(R)-1-phenyl-N-((4-phenyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-2-yl)methyl)ethanamine

(R)-1-phenyl-N-((4-phenyl-1H-imidazol-2-yl)methyl)ethanamine

4-phenyl-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazole-2-carbaldehyde

5-phenyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-2-carbaldehyde

Refernces

• 1、 Poon, Steve F.,St Jean Jr., David J.,Harrington, Paul E.,Henley III, Charles,Davis, James,Morony, Sean,Lott, Fred D.,Reagan, Jeff D.,Lu, Jenny Ying-Lin,Yang, Yuhua,Fotsch, Christopher. "Discovery and optimization of substituted 1-(1-phenyl-1H-pyrazol-3-yl) methanamines as potent and efficacious type II calcimimetics". supporting information; experimental part. p. 6535 - 6538. Retrieved 2010/04/03.
• 2、 Lipshutz, Bruce H.,Vaccaro, Wayne,Huff, Bret. "PROTECTION OF IMIDAZOLES AS THEIR β-TRIMETHYLSILYLETHOXYMETHYL (SEM) DERIVATIVES". . p. 4095 - 4098. Retrieved 2007/10/02.