Construction of novel steroidal isoxazolidinone derivatives under Vilsmeier–Haack conditions

Abstract

A novel expeditious and convenient synthesis of 5α-cholestano-[5,6-c]-isoxazolidin-5′-ones based on the reaction of 5α-6-hydroxyiminocholestanes with Vilsmeier–Haack reagent (DMF/POCl3) is described. The systems presented here, are novel scaffolds and have not been described before. Structural assignment of newly synthesized compounds was performed by IR, 1H NMR, 13C NMR, 2D 1H–1H COSY, MS and analytical data.