Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1388701 | Carbohydrate Research | 2013 | 8 Pages |
•Library of 1,2,3-triazole–sucrose derivatives have been synthesized.•Microwave-assisted protocols have been developed.•Excellent yields and short reaction times have been achieved.•Characterization data and copies of spectra for all new compounds have been provided.•Improved procedure for the synthesis of 6′-azido-6′-deoxy-sucrose was developed.
Novel 1-(1′,2,3,3′,4,4′,6-hepta-O-acetyl-6′-deoxy-sucros-6′-yl)-4-substituted-1,2,3-triazoles were synthesized by microwave assisted copper catalyzed 1,3-dipolar cycloaddition of sucrose derived azides with terminal alkynes in excellent yields and in short reaction times. The compound 1′,2,3,3′,4,4′,6-hepta-O-acetyl-6′-azido-6′-deoxy-sucrose was regioselectively synthesized from sucrose by improved procedure and used for the cycloadditions. By combining carbohydrate and 1,2,3-triazole structural motifs, a library of 1,2,3-triazole–sucrose conjugates have been obtained.
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