Abstract
There is an increased demand for significant amounts of carbohydrate based molecules for complete biological, medicinal, and pharmacological investigations where tremendous efforts have been made to develop novel and facile procedure for the synthesis of glycoconjugates and diverse carboxamides. Limitations with the common approaches for amide bond formation, including use of hazardous chemicals, long reaction times, low reaction yields, frequently require strong basic catalysts, strictly anhydrous conditions, harsh reaction conditions, expensive and limited availability of coupling materials, and moreover the less stability of activated acids warrant the search of a simple, short, and high yielding amide bond synthetic methodology. Herein, a facile and high yielding synthesis of novel glycosyl carboxamide with both furanose and pyranose sugar using benzotriazole methodology has been developed under mild conditions.
Keywords: Acylbenzotriazole, carboxamides, glycoconjugate, amines, benzotriazole
Letters in Organic Chemistry
Title: Facile Synthesis of Novel Glycosyl Carboxamide with Sugar in Furanose and Pyranose form Using Benzotriazole Methodology
Volume: 7 Issue: 2
Author(s): Raju R. Kale, Virendra Prasad and Vinod K. Tiwari
Affiliation:
Keywords: Acylbenzotriazole, carboxamides, glycoconjugate, amines, benzotriazole
Abstract: There is an increased demand for significant amounts of carbohydrate based molecules for complete biological, medicinal, and pharmacological investigations where tremendous efforts have been made to develop novel and facile procedure for the synthesis of glycoconjugates and diverse carboxamides. Limitations with the common approaches for amide bond formation, including use of hazardous chemicals, long reaction times, low reaction yields, frequently require strong basic catalysts, strictly anhydrous conditions, harsh reaction conditions, expensive and limited availability of coupling materials, and moreover the less stability of activated acids warrant the search of a simple, short, and high yielding amide bond synthetic methodology. Herein, a facile and high yielding synthesis of novel glycosyl carboxamide with both furanose and pyranose sugar using benzotriazole methodology has been developed under mild conditions.
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Kale R. Raju, Prasad Virendra and Tiwari K. Vinod, Facile Synthesis of Novel Glycosyl Carboxamide with Sugar in Furanose and Pyranose form Using Benzotriazole Methodology, Letters in Organic Chemistry 2010; 7 (2) . https://dx.doi.org/10.2174/157017810790796363
DOI https://dx.doi.org/10.2174/157017810790796363 |
Print ISSN 1570-1786 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6255 |
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