Enzymatic hydrolysis of esters containing a tetrazole ring.

Abstract

The lipase-catalyzed enantioselective hydrolysis of acetates containing tetrazole moiety was studied. Among all tested lipases, Novozyme SP 435 allowed to obtain optically active 4-(5-aryl-2H-tetrazol-2yl)butan-2-ol and 1-(5-aryl-2H-tetrazol-2yl)-propan-2-ol and their acetates with the highest optical purities (ee = 95%-99%) and excellent enantioselectivity (E>100). Some of the synthesized tetrazole derivatives were screened for their antifungal activity. Racemic mixtures of 4-[5-(4-chlorophenyl)-2H-tetrazol-2-yl)butan-2-ol as well as pure enantiomers of this compound showed promising antifungal activity against F. sambucinum, F. oxysporum, C. coccodes, and A. niger.

DOI: 10.1002/chir.22360

Cite this paper

@article{ukowskaChojnacka2014EnzymaticHO, title={Enzymatic hydrolysis of esters containing a tetrazole ring.}, author={Edyta Łukowska-Chojnacka and Jolanta Mierzejewska}, journal={Chirality}, year={2014}, volume={26 12}, pages={811-6} }