Analgesics of the 6,14-ethenomorphinan type. 6-deoxy-7 alpha-orvinols and 6-deoxy-8 alpha-orvinols.

@article{Knipmeyer1985AnalgesicsOT,
  title={Analgesics of the 6,14-ethenomorphinan type. 6-deoxy-7 alpha-orvinols and 6-deoxy-8 alpha-orvinols.},
  author={L L Knipmeyer and Henry Rapoport},
  journal={Journal of medicinal chemistry},
  year={1985},
  volume={28 4},
  pages={461-6}
}
6-Deoxythebaine (3) has been prepared as a precursor to C-6 alkyl substituted orvinols 15 and 17. The C-6 methyl group was introduced by addition of methyllithium to codeinone. Transformation of 6-methylcodeine to its 6-methyl ether and 1,4-elimination of methanol with potassium tert-butoxide in Me2SO then gave 6-deoxythebaine (3) in 49% overall yield… CONTINUE READING