Synthesis and click reaction of tubulin polymerization inhibitor 9-azido-α-noscapine

An efficient protocol for the synthesis of tubulin polymerization inhibitor, 9-azido-a-noscapine 2h from 9-amino-a-noscapine 2g is developed using mild reaction conditions (t-butyl nitrite/trimethylsilyl azide in acetonitrile at room temperature). Opera- tional simplicity, high product yield without formation of any side products are the advan- tages of this protocol. Further copper catalyzed click reactions of 9-azido-a-noscapine 2h with alkynes 6a-f resulted 9-triazolyl noscapinoids 7a-f resulted in excellent yields. Graphical Abstract Developed an amicable protocol for the synthesis of 9-azido-a- noscapine from 9-amino-a-noscapineunder mild reaction conditions; was further derivatized to triazoles using click chemistry.