89232-29-1Relevant articles and documents
Synthesis of α-Alkyl-β-Hydroxy Amides through Biocatalytic Dynamic Kinetic Resolution Employing Alcohol Dehydrogenases
Méndez-Sánchez, Daniel,Mourelle-Insua, ángela,Gotor-Fernández, Vicente,Lavandera, Iván
supporting information, p. 2706 - 2712 (2019/05/10)
Chiral (α-substituted) β-hydroxy amides are interesting derivatives as they are useful building blocks of many biologically active compounds. Herein, the biocatalytic stereocontrolled synthesis of various acyclic syn-α-alkyl-β-hydroxy amides through a dynamic kinetic resolution is shown. Hence, a series of overexpressed alcohol dehydrogenases (ADHs) in Escherichia coli was used to reduce the corresponding racemic β-keto amides. Among them, ADH-A from Rhodococcus ruber and commercial evo-1.1.200 afforded the best activities and selectivities, giving access to the opposite enantiomers with high diastereomeric excess and excellent enantiomeric excess. Some of these compounds were obtained at semipreparative scale. (Figure presented.).
A mild method for ring-opening aminolysis of lactones
Liu, Wenming,Xu, David D.,Repi?, Oljan,Blacklock, Thomas J.
, p. 2439 - 2441 (2007/10/03)
A mild and general method for lactone aminolysis is reported. Sodium 2-ethylhexanoate (NaEH) is found to serve both as a base and a catalyst in aminolysis of a variety of lactones by benzylamine hydrochloride. The nearly neutral pH conditions make this method applicable to many acid/base sensitive substrates.