1453114-75-4

Upstream product

• 1453114-71-0 1-[(2S)-N-benzylpyrrolidin-2-yl]-N-methylidenemethanamine 
• 119-51-7 1-phenyl-1,2-propanedione 2-oxime 
• 96948-23-1 1-[(2S)-N-Benzylpyrrolidin-2-yl]methanamine 
• 53912-80-4 (S)-N-benzylprolinol 
• 100-44-7 benzyl chloride 
• 147-85-3 L-proline 
• 31795-93-4 N-benzyl-L-proline 

Downstream Products

• 1453114-80-1 N-phenyl-1-{[(2S)-N-benzylpyrrolidin-2-yl]methyl}-5-methyl-1H-imidazole-4-carboxamide 
• 1453114-83-4 5-methyl-N-phenyl-1-[(2S)-pyrrolidin-2-yl]methyl-1H-imidazole-4-carboxamide 

Relevant academic research and scientific papers

Optically active imidazole N-oxides derived from l-prolinamine1

Starting with (S)-1-benzylprolinamine and α-hydroxyimino ketones, enantiomerically pure bisheterocyclic imidazole N-oxides bearing the (S)-configured N-benzyl(pyrrolidin-2-yl)methyl residue were prepared. These N-oxides reacted with 2,2,4,4-tetramethylcyclobutane-1,3-dithione to give the corresponding optically active imidazole-2-thione derivatives via a sulfur transfer reaction. Reduction of the N-oxides with Raney-nickel led to deoxygenation, whereas catalytic hydrogenation (Pd/C) in ethanol occurred with simultaneous deoxygenation and debenzylation, leading to optically active 1-(pyrrolidin-2-yl)methyl-1H-imidazoles. Alkylation of the prepared imidazole N-oxides and their respective imidazoles with butyl and hexyl bromide and subsequent anion exchange gave optically active N-alkoxy- and N-alkylimidazolium tetrafluoroborates, respectively, with the properties of 'room temperature ionic liquids'.