405060-39-1Relevant academic research and scientific papers
Unusual anomeric rearrangement of para-nitrobenzoylxanthate d-glycosides: a new direct stereoselective access to α-thioglycosides from pyranose sugars
Ané, Adjou,Josse, Solen,Naud, Sébastien,Lac?ne, Vivien,Vidot, Sandrine,Fournial, Ana?s,Kar, Anirban,Pipelier, Muriel,Dubreuil, Didier
, p. 4784 - 4794 (2007/10/03)
A mild and general procedure for the synthesis of α-thioglycosides from glycopyranoses is described. The method involves the treatment of pyranose reductive sugar with sodium hydride, carbon disulfide, and p-nitrobenzoyl chloride, as a key step, to yield
The direct formation of glycosyl thiols from reducing sugars allows one-pot protein glycoconjugation
Bernardes, Goncalo J. L.,Gamblin, David P.,Davis, Benjamin G.
, p. 4007 - 4011 (2007/10/03)
(Figure Presented) Sweet and easy: A one-pot method consisting of direct thionation (1) followed by thiol-mediated chemoselective ligation (2) can be used for site-selective protein glycosylation. This procedure, which uses the Lawesson reagent, has been shown to be fully compatible with unprotected sugars, the products of which can be directly used in a selenenylsulfide protein glycosylation strategy.
Rearrangement of 1-O-(thio-p-nitrobenzoyl)thiocarbonyl galactoside: A novel access to α-thioglycoside derivatives
Josse, Solen,Le Gal, Julien,Pipelier, Muriel,Cléophax, Jeannine,Olesker, Alain,Pradère, Jean-Paul,Dubreuil, Didier
, p. 237 - 239 (2007/10/03)
The synthesis of galactosides thiolate and thioester is described by direct S-glycosylation process from 1-O-(thio-p-nitrobenzoyl)thiocarbonyl galactoside. Three novel anomeric groups are presented as potent glycoside activators: O-(thio-p-nitrobenzoyl)th
