Synthesis of Corticoids from 9α-Hydroxyandrost-4-ene-3,17-dione
The synthesis of 17α,21-bis(acetyloxy)-16β-methylpregna-4,9(11)-diene-3,20-dione (24) from the sterol-derived 9α-hydroxyandrost-4-ene-3,17-dione (1) has been completed. The key steps in the synthesis are 16β-methylation and conversion of the 17-ketone to 17β-cyanohydrin 11. Elaboration of 11 to 9α-hydroxy-16β-methylpregn-4-ene-3,20-dione (15) followed by 21-acetoxylation and simultaneous introduction of 9,11-unsaturation and 17α-acetoxylation gave 24. © 1992, American Chemical Society. All rights reserved.
Carruthers, NI; Garshasb, S; McPhail, AT
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