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Collect. Czech. Chem. Commun. 1990, 55, 1783-1791
https://doi.org/10.1135/cccc19901783

Synthesis of 5-methyl-19-nor-5β-pregn-9-ene derivatives

Jiří Polman and Alexander Kasal

Institute of Organic Chemistry and Biochemistry, Czechoslovak Academy of Sciences, 166 10 Prague 6

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  • Pinto Rui M.A., Salvador Jorge A.R., Le Roux Christophe, Carvalho Rui A., Silva Manuela Ramos, Beja Ana Matos, Paixão José A.: Bismuth(III) salt-catalyzed Westphalen and “backbone” rearrangements of 5β,6β-epoxysteroids. Steroids 2008, 73, 549. <https://doi.org/10.1016/j.steroids.2008.01.006>
  • Uyanik Cavit, Malay Aslihan, Hanson James R., Hitchcock Peter B., Yildirim Kudret: The Stereochemistry of Epoxidation of 5β-methyl-19-norsteroidal 9,10-alkenes. Journal of Chemical Research 2005, 2005, 236. <https://doi.org/10.3184/0308234054213519>
  • Hanson R. James, Hitchcock B. Peter, Yildirim Kudret: The Biotransformation of 5β-Methyl-19-Norpregn-9-Enes by Cephalosporium Aphidicola. Journal of Chemical Research 2004, 2004, 519. <https://doi.org/10.3184/0308234032563830>
  • Simonov V. I., Sorokina N. I., Nikitina G. V., Korkhov V. V., Kamernitskii A. V., Levina I. S., Kasal A., Polman I.: Structure and biological activity of 5-β-methyl-19-norpregn-9(10)-ene-3,20-dione. Pharm Chem J 1991, 25, 688. <https://doi.org/10.1007/BF00768976>
  • Polman Jiří, Kasal Alexander: Preparation of antiandrogenic 17-hydroxy-3,6-cyclo-4-nor-3,5-seco-6β-androstan-3-one by deoxygenation of the corresponding 5-hydroxy derivatives. J. Chem. Soc., Perkin Trans. 1 1991, 127. <https://doi.org/10.1039/P19910000127>
  • POLMAN J., KASAL A.: ChemInform Abstract: Steroids. Part 351. Synthesis of 5‐Methyl‐19‐nor‐5β‐pregn‐9‐ene Derivatives. ChemInform 1990, 21. <https://doi.org/10.1002/chin.199046287>