Novelty of immobilized enzymatic synthesis of 3-ethyl-1,3-oxazolidin-2-one using 2-aminoalcohol and dimethyl carbonate: Mechanism and kinetic modeling of consecutive reactions

摘要: Abstract Oxazolidinones are multifunctional compounds possessing diverse biological and pharmacological activity. Enzymatic synthesis of oxazolidin-2-one was studied using 2-aminoalochol dimethyl carbonate 3-ethyl-1,3-oxazolidin-2-one chosen as the model reaction a variety immobilized lipases; among which Candida antarctica lipase B (Novozyme 435) best catalyst. The leads to final product via methyl ethyl (2-hydroxyethyl) carbamate intermediate. parameters affecting rate conversion both steps were systematically covered effects agitation speed, solvent, catalyst loading temperature. A mechanism proposed wherein coproduct methanol is generated in first step leading formation intermediate rearranges itself products methanol. kinetic constant activation energy determined for each reaction. study further extended other 2-aminoalochols under optimized conditions prepare different oxazolidinones. This report its kind describing kinetics bimolecular consecutive enzyme catalyzed reactions.