Facile Synthesis of Novel Glycosyl Carboxamide with Sugar in Furanose and Pyranose form Using Benzotriazole Methodology

Author(s): Raju R. Kale, Virendra Prasad, Vinod K. Tiwari.

Journal Name: Letters in Organic Chemistry

Volume 7 , Issue 2 , 2010

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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

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Article Details

VOLUME: 7
ISSUE: 2
Year: 2010
Page: [136 - 143]
Pages: 8
DOI: 10.2174/157017810790796363
Price: $58

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