133287-25-9

Upstream product

• 166945-52-4 N-(tert-butoxycarbonyl)-(L)-alanine (S)-1-phenylethylamide 
• 2627-86-3 (S)-1-phenyl-ethylamine 

Downstream Products

• 65484-49-3 (4S)-4-(3'',4''-Dimethoxybenzyl)-4-methyl-1-<(S)-1'-phenylethyl>-2-imidazolin-5-on 
• 81014-80-4 (4R)-4-(3'',4''-Dimethoxybenzyl)-4-methyl-1-<(S)-1'-phenylethyl>-2-imidazolin-5-on 
• 65484-52-8 (4S)-4-Methyl-1-<(S)-1'-phenylethyl>-4-(2''-thienylmethyl)-2-imidazolin-5-on 
• 65484-52-8 (4R)-4-Methyl-1-<(S)-1'-phenylethyl>-4-(2''-thienylmethyl)-2-imidazolin-5-on 
• 65484-48-2 (4S)-4-Benzyl-4-methyl-1-<(S)-1'-phenylethyl>-2-imidazolin-5-on 
• 65484-40-4 2-Isocyan-N-<(S)-1'-phenylethyl>propionsaeureamid 
• 65484-37-9 (4S)-4-(2''-Brom-3''-benzofuranylmethyl)-4-methyl-1-<(S)-1'-phenylethyl>-2-imidazolin-5-on 
• 65484-54-0 (4S)-4-(3''-Benzothienylmethyl)-4-methyl-1-<(S)-1'-phenylethyl>-2-imidazolin-5-on 
• 65484-51-7 (4S)-4-Methyl-4-(2''-naphthylmethyl)-1-<(S)-1'-phenylethyl>-2-imidazolin-5-on 
• 65484-50-6 (4S)-4-Methyl-4-(1''-naphthylmethyl)-1-<1'-phenylethyl>-2-imidazolin-5-on 
• 78284-00-1 Benzoesaeure-<4-methyl-1-(1'-phenylethyl)-5-imidazolyl>ester 
• 78274-27-8 Pivalinsaeure-<4-methyl-1-(1'-phenylethyl)-5-imidazolyl>ester 
• 65484-24-4 (R)-5-Benzyl-5-methyl-3-((S)-1-phenyl-ethyl)-3,5-dihydro-imidazol-4-one 
• 2627-86-3 (S)-1-phenyl-ethylamine 

Relevant academic research and scientific papers

Highly modular dipeptide-like organocatalysts for direct asymmetric aldol reactions in brine

A novel series of dipeptide-like organocatalysts derived from proline, amino acids and primary amines have been prepared for direct asymmetric aldol reactions between various aromatic aldehydes and acetone to afford aldol products in good yields (up to 82%) and moderate enantioselectivities (up to 67% ee) with only 1 mol% of catalyst-loading in brine. Under the same conditions, the direct asymmetric aldol reactions of aromatic aldehydes and cyclohexanone give aldol products with high yields (up to 91%) and moderate to good enantioselectivities (up to 88% ee) and excellent diastereoselectivities (up to 99% dr). These organocatalysts are easily synthesized from commercially available materials in multi-gram scale with high modularity in their structural and stereogenic properties.

Proline-based dipeptides with two amide units as organocatalyst for the asymmetric aldol reaction of cyclohexanone with aldehydes

A series of proline-based dipeptide organocatalysts with two amide units (1-16) have been developed and evaluated in the direct catalytic asymmetric aldol reactions of aldehydes with cyclohexanone. These catalysts showed good solubility in organic solvents compared with their corresponding carboxyl terminal dipeptides. The robust amide bond formation allowed structural modifications and fine tuning of catalyst properties by varying the stereo and electronic effects of the terminal amide to affect the ability of hydrogen bonding formation between the catalysts and the substrates. The reactions proceeded smoothly in high yields (up to 99%), enantioselectivities (up to 98% ee) and anti-diastereoselectivities (up to 99:1) in the presence of bifunctional organocatalyst 4 under the optimal reaction conditions.