121409-22-1Relevant academic research and scientific papers
A novel glycosylation of 3-deoxy-D-glycero-D-galacto-2-nonulosonic acid (KDN) via in situ pyranose-furanose rearrangement
Sun, Xue-Long,Kai, Toshitsugu,Fujita, Syuji,Takayanagi, Hiroaki,Furuhata, Kimio
, p. 795 - 798 (1997)
In studies on the glycosylation of 3-deoxy-D-glycero-D-galacto-2- nonulosonic acid (KDN) derivatives, O-glycosides of furanose-type KDN were synthesized from benzyl 4,5,7,8,9-penta-O-acetyl-2-bromo-2,3-dideoxy-D- glycero-D-galacto-2-nonulopyranosonate under Koenigs-Knorr reaction conditions. The furanoid structures of the KDN moiety were supported by with 1H-NMR experiments, and the reaction was considered as a novel glycosylation with ring contraction, which proceeded via in situ pyranose-furanose rearrangement of the KDN moiety, and subsequent coupling with acceptors.
A facile access to aryl α-sialosides: The combination of a volatile amine base and acetonitrile in glycosidation of sialosyl chlorides
Kuboki, Atsuhito,Sekiguchi, Takahiro,Sugai, Takeshi,Ohta, Hiromichi
, p. 479 - 482 (2007/10/03)
We have succeeded in achieving a facile access to 4-nitrophenyl and 4-methylumbelliferyl-α-sialosides. To sialosyl chlorides which are fully protected with acetyl groups as glycosyl donors, the action of phenols with diisopropylethylamine in acetonitrile brought about high yield as well as facile product isolation.
Studies on Sialic Acids. XV. Synthesis of α- and β-O-Glucosides of 3-Deoxy-D-glycero-D-galacto-2-nonulopyranosonic Acid (KDN)
Nakamura, Mitsunobu,Furuhata, Kimio,Ogura, Haruo
, p. 4807 - 4813 (2007/10/02)
3-Deoxy-D-glycero-D-galacto-2-nonulopyranosonic acid (KDN) was synthesized by base-catalyzed condensation in good yield.Furthermore, benzyl (methyl 3-deoxy-D-glycero-α-D-galacto-2-nonulopyranosid)onate and sodium 2-(5-cholesten-3β-yloxy)-3-deoxy-D-glycero
