An improved synthesis of (+/-)-N'-nitrosonornicotine 5'-acetate.

@article{Marriner2009AnIS,
  title={An improved synthesis of (+/-)-N'-nitrosonornicotine 5'-acetate.},
  author={Gwendolyn A Marriner and Sean M. Kerwin},
  journal={The Journal of organic chemistry},
  year={2009},
  volume={74 7},
  pages={2891-2}
}
A concise and efficient route to (+/-)-N'-nitrosonornicotine 5'-acetate (NNN-5'-OAc), a stable precursor of the active metabolite 5'-hydroxy(+/-)-N'-nitrosonornicotine NNN-5'-OH is reported. The synthesis utilizes sulfinimine chemistry to give (+/-)-NNN-5'-OAc in 26% yield over 4 steps.