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Synthesis of novel dihydrooxazine and oxazoline based sugar hybrids from sugar azides
Authors:Suresh E. Kurhade  Sudhir RavulaV. Siddaiah  Debnath BhuniyaD. Srinivasa Reddy
Affiliation:a Discovery Chemistry, Advinus Therapeutics Ltd, Quantum Towers, Plot No. 9, Rajiv Gandhi Infotech Park, Phase-I, Hinjewadi, Pune 411 057, India
b Department of Organic Chemistry, Andhra University, Visakhapatnam 530 003, India
c National Chemical Laboratory (CSIR), Dr. Homi Bhabha Road, Pune 411 008, India
Abstract:A convenient one-step method for the synthesis of novel dihydrooxazine and oxazoline based sugar hybrids is reported starting from the readily accessible sugar azides and aldehydes. We have used Aubé’s protocol to achieve this transformation. The resulting glycoconjugates could be used to increase the diversity on the sugar backbone and may find applications as potential glycomimetics and in drug discovery.
Keywords:Sugar hybrids   Oxazoline   Dihydrooxazine   Hydroxy azide   Sugar azide   Glycoconjugate
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