166516-71-8Relevant academic research and scientific papers
Synthesis of staphylococcus aureus type 5 trisaccharide repeating unit: Solving the problem of lactamization
Gagarinov, Ivan A.,Fang, Tao,Liu, Lin,Srivastava, Apoorva D.,Boons, Geert-Jan
supporting information, p. 928 - 931 (2015/04/13)
The chemical synthesis of an orthogonally protected trisaccharide derived from the polysaccharide of Staphylococcus aureus Type 5, which is an attractive candidate for the development of immunotherapies, is described. The challenging α-fucosylation and β-mannosylation are addressed through the careful choice of protecting groups. Lactamization of a β-d-ManpNAcA moiety during deprotection was avoided by a late stage oxidation approach. Versatility of the trisaccharide was demonstrated by its transformation into a spacer-containing repeating unit suitable for immunological investigations.
Study of the glycosidation properties of 1-thiomannosazidopyranosides and 1-thiomannosaziduronic acid esters
Van Den Bos, Leendert J.,Duivenvoorden, Boudewijn A.,De Koning, Martijn C.,Filippov, Dmitri V.,Overkleeft, Herman S.,Van Der Marel, Gijsbert A.
, p. 116 - 124 (2007/10/03)
A study of the glycosylation properties of 1-thiomannosazides with a variety of electron-withdrawing substituents in combination with the Ph 2SO/Tf2O and NIS/TMSOTf reagent systems is presented. Further, assembly of the fully protect
A novel approach towards the stereoselective synthesis of 2-azido-2-deoxy-β-D-mannosides
Litjens, Remy E.J.N,Leeuwenburgh, Michiel A,Van Der Marel, Gijsbert A,Van Boom, Jacques H
, p. 8693 - 8696 (2007/10/03)
Low temperature mannosylation of glycosyl acceptors under the agency of S-(4-methoxyphenyl) benzenethiosulfinate (MPBT) and trifluoromethanesulfonic anhydride (Tf2O) with p-methoxyphenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-α-D-
Facile Preparation of Glycosyl Donors for Oligosaccharide Synthesis: 2-Azido-2-deoxyhexopyranosyl Building Blocks
Buskas, Therese,Garegg, Per J.,Konradsson, Peter,Maloisel, Jean-Luc
, p. 2187 - 2194 (2007/10/02)
Facile routes to the 2-azido-2-deoxy-1-thioglycosides 6, 7, 15, and 18 and of the 2-azido-2-deoxy-4-pentenoglycoside 11, are described.These are useful intermediates for the synthesis of oligo-saccharides containing α-D-2-amino-2-deoxy (or 2-acetamido-2-d
