A new enzymatic process is described. Different preparations of lipase B from Candida antarctica are able to catalyse Michaeltype addition of secondary amines to acrylonitrile. This new reaction widens the applicability of these biocatalysts in organic synthesis.
The aminolysis reaction of methyl acrylate (MA) with N,N-dimethyl-1,3-propanediamine (DMAPA) in organic solvents has been optimised using lipase B from Candida antarctica (CAL-B) as biocatalyst. A kinetic study about the influence of the reactant concentrations, organic solvent, temperature and enzyme form has been developed focused on minimising the formation of the Michael addition products. The economic efficiency of this process has been finally investigated by reusing the enzyme in the best reaction conditions, thereby observing no significant loss of activity after three reaction cycles.
A wide range of novel, enantiomerically pure 4-chloroA C H T U N G T R E N N U N G (amino)pyridine derivatives has been synthesised through a chemoenzymatic approach, Candida antarctica lipase B (CAL-B) and Pseudomonas cepacia lipase (PSL) being found to be excellent biocatalysts for the preparation of new and interesting amines and amides in enantiomerically pure form through enzymatic aminolysis reactions. A study of the enzymatic reactivity of CAL-B and PSL has been done in the resolution of a library of amine structures in an attempt to rationalise the experimental results obtained in their enzymatic kinetic resolution mediated by lipases.
Biochemical syntheses O 0035Lipase Catalyzed Michael Addition of Secondary Amines to Acrylonitrile. -Different preparations of lipase B from Candida antarctica are able to catalyze the Michael-type addition of secondary amines (II) to acrylonitrile (I) (no yields given).-(TORRE, O.; ALFONSO, I.; GOTOR*, V.; Chem.
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