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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

Comparative Study on the Effectiveness of Azidation Reaction for the Synthesis of Xylo-azidonucleoside Analogues by Mitsunobu and Lithium Azide Methods

Author(s): Sheneya Festus*, Sudheesh Devadas, Akshaya Kudiliparambil Subramanian and Krishnakumar S. Kollappillil

Volume 19, Issue 12, 2022

Published on: 05 August, 2022

Page: [1141 - 1144] Pages: 4

DOI: 10.2174/1570178619666220621112018

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Abstract

Many therapeutically important nucleoside analogues can be synthesized from versatile azidonucleoside intermediates. We have synthesized 3’-xylo-azidonucleoside analogues of thymidine and 2’-deoxyadenosine via Mitsunobu-DPPA and triflate-lithium azide strategies. On comparing the two azidation strategies on nucleoside analogues, we found that Mitsunobu-DPPA azidation is better than triflate-lithium azide azidation in terms of yield and reaction conditions.

Keywords: Mitsunobu, lithium azide, DPPA, triflate, nucleosides, azidation.

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