548477-85-6Relevant academic research and scientific papers
Synthesis of an α-Gal epitope α-D-Galp-(1 → 3)β-D-Galp-(1 → 4)-β-D-Glcp NAc-lipid conjugate
Litjens, Remy E. J. N.,Hoogerhout, Peter,Filippov, Dmitri V.,Codee, Jeroen D. C.,Van Den Bos, Leendert J.,Van Den Berg, Richard J. B. H. N.,Overkleeft, Herman S.,Van Der Marel, Gijsbert A.
, p. 755 - 769 (2007/10/03)
The synthesis of a neoglycoconjugate containing the Galili epitope trisaccharide connected to a spacer-lipid entity is described. The α-D-Galp-(1 → 3)-β-D-Galp-(1 → 4)-β-D-GlcpNAc trisaccharide, equipped with a 3-aminopropyl spacer, is efficiently assembl
Chemoselective glycosylations using sulfonium triflate activator systems
Codée, Jeroen D.C.,Van Den Bos, Leendert J.,Litjens, Remy E.J.N.,Overkleeft, Herman S.,Van Boeckel, Constant A.A.,Van Boom, Jacques H.,Van Der Marel, Gijs A.
, p. 1057 - 1064 (2007/10/03)
A novel chemoselective glycosylation sequence is described that employs the recently developed BSP/Tf2O and DPS/Tf2O reagent systems to activate thioglycosides. In the first glycosylation event a relatively armed thioglycoside is activated with the BSP/Tf2O activator system and condensed with an acceptor thioglycoside to yield the thiodisaccharide, which is activated with the more potent DPS/Tf2O activator in the next glycosylation event. Quenching of (N-piperidino)phenyl(S- thiophenyl)sulfide triflate, which is formed upon activation of the first thioglycoside, with triethyl phosphite is crucial for a productive glycosylation.
Sequential one-pot glycosylations using 1-hydroxyl and 1-thiodonors
Codee, Jeroen D. C.,Van Den Bos, Leendert J.,Litjens, Remy E. J. N.,Overkleeft, Herman S.,Van Boom, Jacques H.,Van Der Marel, Gijs A.
, p. 1947 - 1950 (2007/10/03)
(Matrix presented) A novel sequential glycosylation procedure is described that combines the use of 1-hydroxyl and thiodonors. The Ph2SO/Tf 2O-mediated dehydrative condensation of 1-hydroxyl donors with thioglycosides affords in good
