4.6 Article

Metal free synthesis of morpholine fused [5,1-c] triazolyl glycoconjugates via glycosyl azido alcohols

Journal

RSC ADVANCES
Volume 5, Issue 105, Pages 86840-86848

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ra17181d

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Funding

  1. Council of Scientific & Industrial Research (CSIR), New Delhi [02(0173)/13/EMR-II]
  2. UGC, New Delhi

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A series of diverse glycosyl 1,2-azido alcohols, obtained from readily available carbohydrates, were converted to structurally varied rare and novel sugar derived morpholine fused [5,1-c]-triazoles via a one-pot strategy. After incorporating a propargyl functionality at the hydroxyl group of the sugar derived 1,2-azido alcohols, the resulting in situ generated azido-alkyne affords numerous C- and O-glycosyl bicyclic ring systems with medicinal value via a metal free cycloaddition reaction. The structures of all the developed molecules have been elucidated using H-1 NMR, C-13 NMR, IR and MS spectroscopy.

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