Steroide und Sexualhormone 232. Mitteilung [1] die synthese von 1β, 4β‐oxido‐3‐aza‐17β‐hydroxy‐a‐homo‐5α‐androstan vorläufige mitteilung

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Abstract
A sterically controlled transformation of 3‐oxo‐17β‐acetoxy‐Δ1−‐α‐androstene (2) into 1β,4β‐oxido‐3‐aza‐17β‐hydroxy‐A‐homo‐5α‐androstane (16) is described. With the exception of two conversions [14→15 (60%); 15 →16 (50%)], the yields of the remaining seven steps are higher than 75% each. The reaction sequence will serve as a model for an analogous partial synthesis of samandarine (1).