61198-91-2Relevant academic research and scientific papers
A new glycosidation method through nitrite displacement on substituted nitrobenzenes
Alvarez-Mico, Xavier,Calvete, Mario J.F.,Hanack, Michael,Ziegler, Thomas
, p. 440 - 447 (2007)
Benzyl, benzoyl, and acetyl protected 1-OH and 1-SH glycoses in the glucose, glucosamine, galactose, mannose, and lactose series react with nitrobenzenes activated by one or two electron withdrawing substituents like nitro and cyano to afford the correspo
Stereoselective Epimerizations of Glycosyl Thiols
Doyle, Lisa M.,O'Sullivan, Shane,Di Salvo, Claudia,McKinney, Michelle,McArdle, Patrick,Murphy, Paul V.
supporting information, p. 5802 - 5805 (2017/11/10)
Glycosyl thiols are widely used in stereoselective S-glycoside synthesis. Their epimerization from 1,2-trans to 1,2-cis thiols (e.g., equatorial to axial epimerization in thioglucopyranose) was attained using TiCl4, while SnCl4 promoted their axial-to-equatorial epimerization. The method included application for stereoselective β-d-manno- and β-l-rhamnopyranosyl thiol formation. Complex formation explains the equatorial preference when using SnCl4, whereas TiCl4 can shift the equilibrium toward the 1,2-cis thiol via 1,3-oxathiolane formation.
Large-scale chemical and chemo-enzymatic synthesis of a spacer-containing Pk-trisaccharide
Kamath, Vivekanand P.,Yeske, Robert E.,Gregson, Jonathan M.,Ratcliffe, R. Murray,Fang, Ying R.,Palcic, Monica M.
, p. 1141 - 1146 (2007/10/03)
The Pk-trisaccharide, linked to a solid carrier, is a potential agent for neutralization of shiga-like toxin in the gastrointestinal tract. Two approaches to the multigram-scale synthesis of a linkable Pk-trisaccharide derivative were therefore investigat
Synthesis and hemolytic activity of some hederagenin diglycosides
Chwalek, Martin,Ple, Karen,Voutquenne-Nazabadioko, Laurence
, p. 965 - 971 (2007/10/03)
Glycosylation of hederagenin with the trichloroacetimidate derivatives of six commercial disaccharides (D-cellobiose, D-lactose, D-maltose, D-melibiose, D-gentiobiose, D-isomaltose) was performed giving the protected saponins in high yields. Deprotection
Synthesis of ganglioside epitopes for oligosaccharide specific immunoadsorption therapy of Guillian-Barre syndrome
Andersen, Soren M.,Ling, Chang-Chun,Zhang, Ping,Townson, Kate,Willison, Hugh J.,Bundle, David R.
, p. 1199 - 1212 (2007/10/03)
Guillain-Barre syndrome is a postinfectious, autoimmune neuropathy resulting in neuromuscular paralysis. Auto-antibodies, often induced by bacterial infection, bind to human gangliosides possessing monosialoside and diasialoside epitopes and impair the fu
SYNTHETIC METHODS FOR THE LARGE SCALE PRODUCTION FROM GLUCOSE OF ANALOGS OF SPHINGOSINE, AZIDOSPHINGOSINE, CERAMIDES, LACTOSYL CERAMIDES, AND GLYCOSYL PHYTOSPHINGOSINE
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Page 21-22, (2010/02/05)
Synthetic methods are disclosed for the production from glucose of analogs of sphingosine, azidosphingosine, ceramides, lactosyl ceramides, glycosyl phytosphingosine, and enantiomeric derivatives of phytosphingosine and/or its homologues, for use in pharm
Disaccharide-Derived 2-Oxo- and 2-Oximinoglycosyl Bromides: Novel, Conveniently Accessible Building Blocks for the Expedient Construction of Oligosaccharides with α-D-Glucosamine, β-D-Mannose, and β-D-Mannosamine as Constituent Sugars
Lichtenthaler, Frieder W.,Kaji, Eisuke,Weprek, Sabine
, p. 3505 - 3515 (2007/10/02)
A concise, practical, large-scale adaptable approach has been developed for the transformation of bulk disaccharides such as lactose, maltose, and cellobiose into disaccharide building blocks suitably functionalized for direct glycobiosylation, i.e., benz
