New cyanomorpholinyl byproduct of doxorubicin reductive alkylation.

@article{Acton1986NewCB,
  title={New cyanomorpholinyl byproduct of doxorubicin reductive alkylation.},
  author={Edward M. Acton and Geng Lei Tong and Debra L. Taylor and Joyce A. Filppi and Richard L. Wolgemuth},
  journal={Journal of medicinal chemistry},
  year={1986},
  volume={29 7},
  pages={1225-30}
}
Previously we reported that reductive alkylation of doxorubicin with 2,2'-oxybis[acetaldehyde] and NaBH3CN to form the 4''-morpholinyl derivative also gave the intensely potent 3''-cyano-4''-morpholinyl as a byproduct, by addition of CN- to an iminium intermediate in place of hydride. We now find that sugar 4'-OH is a third nucleophile that can add to the… CONTINUE READING