1334529-05-3

Upstream product

• 1614264-84-4 (±)-4-(4-bromophenyl)-5-(tert-butoxycarbonyl)-6-methyl-3,4-dihydro-2(1H)-pyridone 
• 1614264-77-5 (±)-4-(4-bromophenyl)-5-carboxy-6-methyl-3,4-dihydro-2(1H)-pyridone 
• 1614264-73-1 (±)-4-(4-bromophenyl)-5-[(2-cyanoethyl)oxycarbonyl]-6-methyl-3,4-dihydro-2(1H)-pyridone 
• 1614264-66-2 (R)-4-(4-bromophenyl)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-3,4-dihydro-2(1H)-pyridone 
• 186581-53-3 diazomethane 
• 1614264-59-3 C₁₃H₁₂BrNO₃ 
• 74-88-4 methyl iodide 
• 1122-91-4 4-bromo-benzaldehyde 
• 1614264-92-4 (±)-4-(4-bromophenyl)-6-methyl-5-[(2-methylpropanoyloxy)methyloxycarbonyl]-3,4-dihydro-2(1H)-pyridone 
• 1111644-45-1 (E)-1-(4-bromophenyl)-4-hydroxy-4-methylpent-1-en-3-one 
• 21731-17-9 methyl 3-aminocrotonate 

Relevant academic research and scientific papers

Chemoenzymatic preparation of optically active 4-aryl-5-carboxy-6-methyl-3, 4-dihydro-2(1H)-pyridone derivatives

A series of racemic 4-aryl-5-(tert-butoxycarbonyl)-6-methyl-3,4-dihydro- 2(1H)-pyridones have been prepared by means of a modified Hantzsch reaction using commercially available starting materials. An easy removal of the tert-butyl group of these pyridones and subsequent reaction with cesium carbonate and chloromethyl 2-methylpropanoate provided us suitable substrates (±)-5 to be used in lipase-catalyzed hydrolysis reactions. Lipase B from Candida antarctica (CAL-B) was the most adequate lipase in the hydrolysis of (±)-5. Despite the low enantioselectivity values obtained (E≤12), several optically active pyridone derivatives were finally isolated with high enantiomeric excesses (ee≥91%) and moderate yields.

Enantioselective synthesis of dihydropyridinones via NHC-Catalyzed Aza-Claisen reaction

N-Heterocyclic carbene catalyzed aza-Claisen annulations of enals or their α-hydroxyenone surrogates with vinylogous amides afford dihydropyridinones. The reaction proceeds with a broad range of substrates, and no nitrogen protecting group is required.