353264-43-4Relevant academic research and scientific papers
An easy access to anomeric glycosyl amides and imines (Schiff bases) via transformation of glycopyranosyl trimethylphosphinimides
Kovács, László,Osz, Erzsébet,Domokos, Valéria,Holzer, Wolfgang,Gy?rgydeák, Zoltán
, p. 4609 - 4621 (2001)
The preparation and application of anomeric glycosyl phosphinimides in preparative synthesis were studied. Starting from the appropriate glycosyl azides and trialkyl or triaryl phosphines, the corresponding phosphinimides were obtained by modified Staudin
Synthesis of Glycosyl Amides Using Selenocarboxylates as Traceless Reagents for Amide Bond Formation
Silva, Luana,Affeldt, Ricardo F.,Lüdtke, Diogo S.
, p. 5464 - 5473 (2016/07/13)
Carbohydrate-derived amides were successfully prepared in good yields from a broad range of substrates, including furanosyl and pyranosyl derivatives. The methodology successfully relied on the in situ generation of lithium selenocarboxylates from Se/LiEt3BH and acyl chlorides or carboxylic acids and their reaction with sugar azides. A key aspect of the present protocol is that we start from elemental selenium; isolation and handling of all reactive and sensitive selenium-containing intermediates is avoided, therefore providing the selenocarboxylate the status of a traceless reagent.
Synthesis of N-(β-D-glucopyranosyl)- and N-(2-acetamido-2-deoxy- β-D-glucopyranosyl) amides as inhibitors of glycogen phosphorylase
Gy?rgydeák, Zoltán,Hadady, Zsuzsa,Felfóldi, Nóra,Krakomperger, Attila,Nagy, Veronika,Tóth, Marietta,Brunyánszki, Attila,Docsa, Tibor,Gergely, Pál,Somsák, László
, p. 4861 - 4870 (2007/10/03)
2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl- and 2-acetamido-3,4,6-tri- O-acetyl-2-deoxy-β-D-glucopyranosyl azides were transformed into the corresponding per-O-acetylated N-(β-D-glycopyranosyl) amides via a PMe 3 mediated Staudinger protocol (ge
