About: Synthesis of esters derived from 2,3,4,6-tetra-O-acetyl-1-[4-(2-hydroxyethyl)-1H-1,2,3-triazol-1-yl]-beta-D-glucopyranose     Goto   Sponge   NotDistinct   Permalink

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Description
  • 2,3,4,6-Tetra-O-acetyl-1-[4-(2-hydroxyethyl)- 1H-1,2,3-triazol-1-yl]-beta-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.
  • 2,3,4,6-Tetra-O-acetyl-1-[4-(2-hydroxyethyl)- 1H-1,2,3-triazol-1-yl]-beta-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. (en)
Title
  • Synthesis of esters derived from 2,3,4,6-tetra-O-acetyl-1-[4-(2-hydroxyethyl)-1H-1,2,3-triazol-1-yl]-beta-D-glucopyranose
  • Synthesis of esters derived from 2,3,4,6-tetra-O-acetyl-1-[4-(2-hydroxyethyl)-1H-1,2,3-triazol-1-yl]-beta-D-glucopyranose (en)
skos:prefLabel
  • Synthesis of esters derived from 2,3,4,6-tetra-O-acetyl-1-[4-(2-hydroxyethyl)-1H-1,2,3-triazol-1-yl]-beta-D-glucopyranose
  • Synthesis of esters derived from 2,3,4,6-tetra-O-acetyl-1-[4-(2-hydroxyethyl)-1H-1,2,3-triazol-1-yl]-beta-D-glucopyranose (en)
skos:notation
  • RIV/00216275:25310/13:39896179!RIV14-MSM-25310___
http://linked.open...avai/riv/aktivita
http://linked.open...avai/riv/aktivity
  • I
http://linked.open...iv/cisloPeriodika
  • 1
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http://linked.open...aciTvurceVysledku
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  • 109530
http://linked.open...ai/riv/idVysledku
  • RIV/00216275:25310/13:39896179
http://linked.open...riv/jazykVysledku
http://linked.open.../riv/klicovaSlova
  • Phenyl acetic acid derivatives; Benzoic acid derivatives; Click chemistry Glycoconjugates; 1,2,3-Triazoles Glucopyranose (en)
http://linked.open.../riv/klicoveSlovo
http://linked.open...odStatuVydavatele
  • US - Spojené státy americké
http://linked.open...ontrolniKodProRIV
  • [0FDDA8EFBF5F]
http://linked.open...i/riv/nazevZdroje
  • European Journal of Chemistry
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http://linked.open...UplatneniVysledku
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  • 4
http://linked.open...iv/tvurceVysledku
  • Hrdina, Radim
  • Cunha, Silvia
  • Esteves, Ana
  • Marques Dinis Pinto, Tiago Alexandre
  • Oliveira-Campos, Ana
  • Rodrigues, Ligia
  • Silva, Marillia
issn
  • 2153-2249
number of pages
http://bibframe.org/vocab/doi
  • 10.5155/eurjchem.4.1.64-69.735
http://localhost/t...ganizacniJednotka
  • 25310
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