Reaktionen von Steroid‐Hypojoditen II. Über die Herstellung 18‐oxygenierter Pregnanverbindungen. Über Steroide, 187. Mitteilung

作者: C. H. Meystre , K. Heusler , J. Kalvoda , P. Wieland , G. Anner

DOI: 10.1002/HLCA.19620450431

关键词: ReagentSilver acetateIodineSubstitution reactionPrimary reactionOxy radicalsChemistryOrganic chemistryMedicinal chemistryYield (chemistry)

摘要: The reactions of 20-hydroxypregnanes with iodine and lead tetraacetate, mercuric or silver acetate yield the corresponding oxy radicals. With latter two reagents, 20-hypoiodites are definitely intermediates. primary reaction products, i.e. 18-iodo-20-hydroxy compounds, can be oxidized hydrolized to 18-hydroxy-20-oxo-pregnanes. Under suitable conditions, especially tetraacetate iodine, a second substitution on carbon 18 18-iodo-20-hydroxy-pregnanes takes place, leading compounds (18 20)-hemiacetal type. These 20)-lactones.

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