Abstract
In this study some estradiol derivatives were prepared using different strategies. The first stage was achieved by the preparation of an estradiol-dicarbaldehyde derivative (compound 2) by the reaction of estradiol with dimethyl sulfoxide (method A) or with Cooper(II) reagent in the presence of ethylenediamine (method B). The following stage was achieved by synthesis of the steroid-oxadiazin ester derivative (compound 5) using the three-component system (compound 2, urea and anhydride succinic). Later, 5 was reacted with ethylenediamine to form the steroid-amino derivative (compound 6) using boric acid as catalyst.
On the other hand, a steroid-acetamide derivative (compound 7) was synthesized by the reaction of 6 with chloroacetyl chloride in the presence of triethylamine. Finally, the compound 7 was reacted with 2-hydroxy-1-naphthaldehyde in basic medium to form a steroid-oxirane carboxamide derivative (compound 8). The structure of all compounds obtained was confirmed by spectroscopic and spectrometric methods.
Keywords: Estradiol, steroid-dicarbaldehyde derivative, synthesis, three-component system.
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