(I), das durch Abbau der Seitenkette der Hyodesoxycholslure (3a.6a-Dihydroxy-cholanslure) 1) leicht zuglnglich ist, beschlftigt sich eine einzige mit der Gewinnung von Androgen-Hormonen 2). Hiemach wird das A" '20'-Enolacetat des hegnandioL(3a.6a)-on-(20)-diacetats ozonisiert, und man erhalt nach alkalischer Hydrolyse 5P-hdrostan-

A number of azasteroids and other nitrogen containing steroids with a modified nucleus or side chain were prepared and tested for their inhibitory effects on the growth and development of several species of insects. Structure-activity studies showed that compounds with a structurally related steroid nucleus and side chain were approximately equal in inhibitory activity for a particular species. The replacement of the tertiary amino group in the side chain of the 5beta-steroid with other nitrogen substituents, such as nitro, cyano, acetylamino, or a quaternary ammonium salt, resulted in a considerable loss of inhibitive activity in the tobacco hornworm or the yellowfever mosquito. However, certain modifications of the azasteroid nucleus resulted in compounds that still retained high biological activity. As a result, a compound was synthesized that lacked the A and B rings of the steroid nucleus and that inhibited insect growth, molting, and metamorphosis and the delta24-sterol reductase enzyme system of the tobacco hornworm.

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The synthesis of 7(E), 9(Z)‐dodecadien‐1‐yl acetate using for the olefination steps Wittig and Horner reactions under phase transfer conditions is reported. The 7(E) double bond was prepared by Horner coupling of 7‐tert‐butoxy‐heptanal (1) with 0,0‐diethylphosphonoacetate (2) in a two phase system. Wittig olefination was used to build up the 9(Z) double bond by reacting 9‐tert‐butoxy‐2‐nonen‐1‐yl‐triphenyl‐phosphonium bromide(13) with propionaldehyde under phase transfer catalytic conditions.