Issue 3, 2011
From the journal:

Organic & Biomolecular Chemistry

Synthesis of novel sugar-lactam conjugates using the Aubé reaction†

Suresh E. Kurhade,a   Tanaji Mengawade,a   Debnath Bhuniya,a   Venkata P. Pallea  and  D. Srinivasa Reddy*a  

* Corresponding authors

a Discovery Chemistry, Advinus Therapeutics Ltd., Quantum Towers, Plot No. 9, Rajiv Gandhi Infotech Park, Phase-I, Hinjewadi, Pune, India
E-mail: dsrinivas.reddy@advinus.com, dsreddy88@yahoo.com
Fax: +91 20 6653 9620
Tel: +91 20 6653 9600

Abstract

An efficient and convenient method for the synthesis of sugar-lactam conjugates is reported starting from readily available sugar azides using the Aubé reaction. Cyclic azido alcohols are used in the Aubé reaction for the first time in a carbohydrate setting. The resulting glycoconjugates could be further used to increase the chemical diversity on the sugar backbone, and may find potential applications as glycomimetics, peptidomimetics, in glycotargeting and in CNS drug delivery.

Graphical abstract: Synthesis of novel sugar-lactam conjugates using the Aubé reaction

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Article information

DOI
https://doi.org/10.1039/C0OB00719F
Article type
Paper
Submitted
14 Sep 2010
Accepted
19 Oct 2010
First published
17 Nov 2010

Org. Biomol. Chem., 2011,9, 744-747

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Synthesis of novel sugar-lactam conjugates using the Aubé reaction

S. E. Kurhade, T. Mengawade, D. Bhuniya, V. P. Palle and D. S. Reddy, Org. Biomol. Chem., 2011, 9, 744 DOI: 10.1039/C0OB00719F

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