Synthesis and click reaction of tubulin polymerization
Naresh Kumar Manchukonda
Praveen Kumar Reddy Nagireddy
Received: 8 August 2016 / Accepted: 8 October 2016 / Published online: 24 October 2016
Ó Springer Science+Business Media Dordrecht 2016
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.
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.
Electronic supplementary material The online version of this article (doi:10.1007/s11164-016-2773-
7) contains supplementary material, which is available to authorized users.
& Srinivas Kantevari
Organic Chemistry Division-II (C P C Division), CSIR-Indian Institute of Chemical
Technology, Hyderabad, Telangana 500007, India
Laboratory of X-ray Crystallography, CSIR-Indian Institute of Chemical Technology,
Hyderabad 500007, India
Academy of Scientiﬁc and Innovative Research, CSIR-Indian Institute of Chemical
Technology, Hyderabad 500007, India
Res Chem Intermed (2017) 43:2457–2469