Transformed steroids. Communication 5. Opening of 5,6- and 20, 21-epoxide rings in steroids by fluorine-containing agents
作者： I. G. Reshetova , A. A. Akhrem
DOI: 10.1007/BF00854863
关键词: Reactivity (chemistry) 、 Fluorine containing 、 Stereochemistry 、 Fluorine 、 Epoxide 、 Pregnane 、 Intermediate product 、 Steroid 、 Chemistry
摘要: 1. For the case of 5α,6α:20ξ,21-diepoxypregnane-3β,17β-diol 3-acetate (I) a study reactivity epoxide rings toward various fluorine-containing agents and stereochemistry their decyclization. 2. On basis work with 5α,6α:20ξ,21-diepoxide method was developed for simultaneous introduction two fluorine atoms in 6- 20-positions steroids pregnane series. 3. 20ν,21-Epoxy-6β-fluoropregnane-3β,5α,17β-triol (II) converted into Δ4-3-keto steroid (X), an intermediate product synthesis 6α-fluorocortexolone 6α-fluoroprogesterone. 4. From examination behavior (I), (II), (VI), which contain 17β-hydroxy-20ξ,21-epoxide grouping, it shown that strongly alkaline medium 20ξ,21-epoxide grouping migrates formation 5α,6α:17β,20-diepoxypregnane-3β,21-diol (VII).
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