34280-00-7Relevant academic research and scientific papers
Synthesis of 1,2,3-triazoles from xylosyl and 5-thioxylosyl azides: Evaluation of the xylose scaffold for the design of potential glycogen phosphorylase inhibitors
Goyard, David,Baron, Marc,Skourti, Paraskevi V.,Chajistamatiou, Aikaterini S.,Docsa, Tibor,Gergely, Pál,Chrysina, Evangelia D.,Praly, Jean-Pierre,Vidal, Sébastien
, p. 28 - 40 (2013/01/15)
Various acetylenic derivatives and acetylated β-d-xylopyranosyl azide or the 5-thio-β-d-xylopyranosyl analogue were coupled by Cu(I)-catalyzed azide alkyne 1,3-dipolar cycloaddition (CuAAC) to afford a series of 1-xylosyl-4-substituted 1,2,3-triazoles. Controlled oxidation of the endocyclic sulfur atom of the 5-thioxylose moiety led to the corresponding sulfoxides and sulfones. Deacetylation afforded 19 hydroxylated xylose and 5-thioxylose derivatives, found to be only sparingly water-soluble. Compared to glucose-based analogues, they appeared to be much weaker inhibitors of glycogen phosphorylase, as the absence of a hydroxymethyl group weakens their binding at the enzyme active site. However, such new xylose derivatives might be useful glycomimetics.
Evaluation of bis-triphenylphosphano-copper(I)-butyrate (C 3H7COOCu(PPh3)2) as catalyst for the synthesis of 1-glycopyranosyl-4-substituted-1,2,3-triazoles
Bokor, éva,Koppány, Csenge,Gonda, Zsombor,Novák, Zoltán,Somsák, László
experimental part, p. 42 - 48 (2012/04/18)
Bis-triphenylphosphano-copper(I)-butyrate (C3H 7COOCu(PPh3)2) was applied for the synthesis of O-peracylated 1-glycopyranosyl-4-substituted-1,2,3-triazoles from the corresponding glycosyl azides and alkynes. Thi
Direct synthesis of 1,4-disubstituted-5-alumino-1,2,3-triazoles: Copper-catalyzed cycloaddition of organic azides and mixed aluminum acetylides
Zhou, Yuhan,Lecourt, Thomas,Micouin, Laurent
supporting information; experimental part, p. 2607 - 2610 (2010/06/19)
Chemical Equation Presented Al together now: Aluminotriazoles are obtained in a fully chemo- and regioselective manner by a copper-catalyzed cycloaddition of organic azides with mixed-aluminum acetylides (see scheme). The carbon-aluminum bond, which is unaffected by the first transformation, is still able to react further with different electrophiles.
