149342-38-1Relevant articles and documents
Easy kinetic resolution of some β-amino alcohols by Candida antarctica lipase B catalyzed hydrolysis in organic media
Alalla, Affef,Merabet-Khelassi, Mounia,Riant, Olivier,Aribi-Zouioueche, Louisa
, p. 1253 - 1259 (2016/11/23)
Herein, we present an easy and eco-friendly pathway to obtain some enantiomerically enriched β-amino alcohols using essentially as β-blockers. The enzymatic hydrolysis is conducted in hydrophobic organic media, assisted by sodium carbonate and CAL-B. We describe a new and effective procedure in terms of the chemo- and enantioselectivity, which allows for the formation of both enantiomers: the 2-acetamido-1-arylacetates and 2-acetamido-1-arylethanols were obtained with high ee values (up to >99%), while the selectivities reached E >200. The obtained results show a high CAL-B affinity toward the deacylation of the 2-acetamido-1-arylacetates compared to the acylation one. The structure of the 2-acetamido-1-arylacetates had a significant influence on both reactivity and selectivity of the CAL-B catalyzed deacylation. A multigram scale O-deacylation of racemic 2-acetamido-1-phenylacetate has been carried out, giving access both enantiomers with high enantiomeric purity and good isolated chemical yields.
Enantiomers of Ring-Substituted 2-Amino-1-phenylethanols by Pseudomonas cepacia Lipase
Lundell, Katri,Kanerva, Liisa T.
, p. 2281 - 2286 (2007/10/03)
The enantiomers of 2-amino-1-phenylethanols were obtained enantiomerically pure (ee > 95percent) at 50percent conversion by the Pseudomonas cepacia lipase-catalysed O-acylation of amino alcohols or O-deacylation of the corresponding N,O-diacylated compoun
