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oai:ojs.www.eurjchem.com:article/735 2013-03-30T23:10:27Z eurjchem:ART driver

Synthesis of esters derived from 2,3,4,6-tetra-O-acetyl-1-[4-(2-hydroxyethyl)-1H-1,2,3-triazol-1-yl]-β-D-glucopyranose Pinto, Tiago Alexandre Dinis Silva, Marilia Cunha, Silvia Oliveira-Campos, Ana Maria Ferreira Rodrigues, Ligia Marona Hrdina, Radim Esteves, Ana Paula 1 2 3-Triazoles Glucopyranose Click chemistry Glycoconjugates Benzoic acid derivatives Phenyl acetic acid derivatives 2,3,4,6-Tetra-o-acetyl-1-[4-(2-hydroxyethyl)-1H-1,2,3-triazol-1-yl]-β-D-glucopyranose was prepared and reacted with several acids, either commercially available or prepared. These included, aliphatic or aromatic acids (phenylacetic acid derivatives, benzoic derivatives), palmitic acid and the protected amino acids N-(benzyloxycarbonyl)glycine and N-(tert-butyloxycarbonyl)-phenylalanine. Two other acids, 2-(3-bromopropoxy)benzoic acid and 2-(5-bromopentoxy)benzoic acid (analogues of salicylic acid were synthesized), whose preparation is also described in this work. The esterification was performed either with N,N'-dicyclohexylcarbodiimide (DCC)/4-dimethylaminopyridine (DMAP) or by reacting the acyl chlorides with the alcohol in the presence of triethylamine. The products were isolated in fair yields and fully characterized by the usual analytical techniques. Atlanta Publishing House LLC 2013-03-31 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion application/pdf https://www.eurjchem.com/index.php/eurjchem/article/view/735 10.5155/eurjchem.4.1.64-69.735 European Journal of Chemistry; Vol. 4 No. 1 (2013): March 2013; 64-69 2153-2257 2153-2249 eng https://www.eurjchem.com/index.php/eurjchem/article/view/735/PDF