Collect. Czech. Chem. Commun. 1990, 55, 833-840

Synthesis of some biologically active derivatives of 2-hydroxymethyl-5-hydroxy-4H-pyran-4-one

Miroslav Veverkaa and Eva Kraľovičováb

a Institute of Biotechnology, Slovak Technical University, 812 37 Bratislava
b Research Institute of Chemical Technology, 836 03 Bratislava


Depending on reaction conditions, acylation of the phenolic and primary alcoholic group in 2-hydroxymethyl-5-hydroxy-4H-pyran-4-one leads to mono- or disubstituted products. Also described is acylation of the phenolic group in 2-chloromethyl- or 2-bromomethyl-5-hydroxy-4H-pyran-4-one as well as the nucleophilic replacement of the halogen by azide group. The prepared derivatives exhibit herbicidal and growth regulatory activity.