1585214-88-5Relevant articles and documents
Heterocycles 35. CaL-B mediated synthesis of enantiomerically pure (R)- and (S)-ethyl 3-(2-arylthiazol-4-yl)-3-hydroxypropanoates
Varga, Annamaria,Naghi, Mara Ana,Fuestoes, Melinda,Katona, Gabriel,Zaharia, Valentin
, p. 298 - 304 (2014/04/03)
Herein we present the lipase catalyzed synthesis of four new enantiomerically pure (R)- and (S)-ethyl 3-(2-arylthiazol-4-yl)-3- hydroxypropanoates and their butanoates by enzymatic enantioselective acylation of the racemic alcohols rac-1a-d and by ethanolysis of the corresponding racemic esters rac-2a-d mediated by lipase B from Candida antarctica (CaL-B) in organic solvents. In terms of stereoselectivity and activity, both procedures, the acylation and alcoholysis, are successful (50% conversion, E ? 200). The absolute configuration of the resolution products was determined by a detailed 1H NMR study of the Mosher's derivatives of (S)-1a.