1585214-85-2

Upstream product

• 1585214-69-2 rac-2-(ethoxycarbonyl)-1-(2-phenylthiazol-4-yl)ethyl butanoate 
• 1585214-65-8 rac-ethyl 3-hydroxy-3-(2-phenylthiazol-4-yl)propanoate 
• 20949-81-9 2-phenyl-thiazole-4-carbaldehyde 

Relevant academic research and scientific papers

Heterocycles 35. CaL-B mediated synthesis of enantiomerically pure (R)- and (S)-ethyl 3-(2-arylthiazol-4-yl)-3-hydroxypropanoates

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.