Abstract
1. 5α,21,21-Tribromo-3β,6β,17β-trihydroxypregnan-20-one 3,17-diacetate (I) was prepared, and its structure and conformation were confirmed by both chemical and spectroscopic methods. 2. In the reaction of 5α,21,21-tribromo-3β,6β,17β-trihydroxypregnan-20-one 3,17-diacetate (I) with zinc dust in acetic acid, as well as debromination in the side chain, the elimination of the elements of hypobromous acid was observed with formation of a Δ5-bond; in some cases this fact can be utilized for the protection of this double bond. 3. In the reaction of N-bromoacetamide with 3β,17β -dihydroxypregn-5-en-20-one diacetate (IV) the 5,6-dibromo compound (VIII) is formed. The bromohydrin (IX) is not formed. This indicates that the character of the substituent at C17 affects the reaction of addition at the Δ5-bond. 4. Solvent systems and adsorbents were selective for qualitative and preparative thin-layer chromatography on unbound adsorbent.
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