Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
2029085 | Steroids | 2006 | 6 Pages |
Abstract
Three new products have been isolated from the lead-tetraacetate version of the hypoiodite oxidation of 3β,17β-diacetoxy-5-hydroxy-5α-androstane. Along with the expected 1(10)-unsaturated 5,10-seco steroidal 5-ketones, the fragmentation reaction gave two epimeric C-4 iodides. Their structural assignment was based on X-ray data of one of them ((4R,10S)-4-iodo-3β,17β-diacetoxy-5,10-secoandrostan-5-one). The third new product was found to be the 5β,6β-epoxide resulting from the dehydration of the tertiary alcohol followed by epoxidation of the intermediate Î5-olefin.
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Authors
Vladimir A. Khripach, Vladimir N. Zhabinskii, Anna I. Kuchto, Yuliya Y. Zhiburtovich, Alexander S. Lyakhov, Alla A. Govorova, Marinus B. Groen, Jaap van der Louw, Aede de Groot,