Research on Chemical Intermediates p. 2457 - 2469 (2017)
Update date:2022-08-10
Topics:
Manchukonda, Naresh Kumar
Nagireddy, Praveen Kumar Reddy
Sridhar, Balasubramanian
Kantevari, Srinivas
Abstract: An efficient protocol for the synthesis of tubulin polymerization inhibitor, 9-azido-α-noscapine 2h from 9-amino-α-noscapine 2g is developed using mild reaction conditions (t-butyl nitrite/trimethylsilyl azide in acetonitrile at room temperature). Operational simplicity, high product yield without formation of any side products are the advantages of this protocol. Further copper catalyzed click reactions of 9-azido-α-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-α-noscapine from 9-amino-α-noscapineunder mild reaction conditions; was further derivatized to triazoles using click chemistry.[Figure not available: see fulltext.]
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