Synthesis of Corticoids from 9α-Hydroxyandrost-4-ene-3,17-dione

Journal Article (Journal Article)

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.

Full Text

Duke Authors

Cited Authors

  • Carruthers, NI; Garshasb, S; McPhail, AT

Published Date

  • January 1, 1992

Published In

Volume / Issue

  • 57 / 3

Start / End Page

  • 961 - 965

Electronic International Standard Serial Number (EISSN)

  • 1520-6904

International Standard Serial Number (ISSN)

  • 0022-3263

Digital Object Identifier (DOI)

  • 10.1021/jo00029a032

Citation Source

  • Scopus