An efficient synthesis of 5α-androst-1-ene-3,17-dione

@article{Zhang2006AnES,
  title={An efficient synthesis of 5α-androst-1-ene-3,17-dione},
  author={Huyue Zhang and Z. Qiu},
  journal={Steroids},
  year={2006},
  volume={71},
  pages={1088-1090}
}
  • Huyue Zhang, Z. Qiu
  • Published 2006
  • Chemistry
  • Steroids
  • Abstract 5α-Androst-1-ene-3,17-dione ( 5 ) as a prodrug of 1-testosterone ( 4 ) was prepared in four steps from 17β-Acetoxy-5α-androstan-3-one (stanolone acetate) ( 1 ) in high yield. Thus, stanolone acetate ( 1 ) was brominated in the presence of hydrogen chloride in acetic acid to give 17β-acetoxy-2-bromo-5α-androstan-3-one ( 2 ), which underwent dehydrobromination using lithium carbonate as base with lithium bromide as an additive to give 17β-acetoxy-5α-androst-1-en-3-one ( 3 ) in almost… CONTINUE READING
    Steroids: partial synthesis in medicinal chemistry.
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