4515-27-9Relevant academic research and scientific papers
A versatile strategy for the synthesis of N-linked glycoamino acids from glycals
Kumar, Vipin,Ramesh, Namakkal G.
, p. 3847 - 3858 (2008/10/09)
A versatile route for the synthesis of N-linked glycoamino acids from readily available glycals is reported. A variety of glycals possessing different carbohydrate templates (mono-, di- and trisaccharide glycals) were shown to undergo a novel iodine catal
Synthesis of glycosylamines from glycosyl isothiocyanates and bis(tributyltin) oxide
Isac-Garcia, Joaquin,Calvo-Flores, Francisco G.,Hernandez-Mateo, Fernando,Santoyo-Gonzalez, Francisco
, p. 383 - 390 (2007/10/03)
The synthesis of glycopyranosylamines is described from the reaction of glycopyranosyl isothiocynates with bis(tributyltin) oxide. The method is simple and efficient allowing, under very mild conditions, the synthesis of N-acyl glycopyranosylamines in one pot. The reactions were performed using both 2-deoxy-2-iodo glycopyranosyl isothiocyanates and glycopyranosyl isothiocyanates derived from mono- and disaccharides. Anomerization was observed when the starting materials were α-glycopyranosyl derivatives. The methodology has also been applied for the preparation of several glycosyl amino acids.
Amino acid fluoride for glycopeptide synthesis
Ito, Yukishige,Gerz, Manfred,Nakahara, Yoshiaki
, p. 1039 - 1042 (2007/10/03)
The formation of N-glycosidic linkage between N-acetylglucosamine (GlcNAc) and asparagine (Asn) was effected using aspartic acid γ-fluoride in combination with either glycosyl azide or silyl carbamate, by the action of Lindlar catalyst or Bu4NF. Further elongation of peptide chain was performed to give pentapeptide. This method was further applied into the synthesis of trisaccharidic asparagine, using p-methoxybenzyl assisted stereoselective β- mannosylation as the key transformation. (C) 2000 Elsevier Science Ltd.
