1614264-58-2Relevant academic research and scientific papers
Chemoenzymatic preparation of optically active 4-aryl-5-carboxy-6-methyl-3, 4-dihydro-2(1H)-pyridone derivatives
Torres, Susana Y.,Ochoa, Estael,Verdecia, Yamila,Rebolledo, Francisca
, p. 4675 - 4684 (2014/06/23)
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.
