104652-43-9

Upstream product

• 1240591-06-3 3,4,6-tri-O-benzyl-2-O-fluorenylmethoxycarbonyl-α,β-D-mannopyranosyl N-phenyltrifluoroacetimidate 
• 73045-58-6 methyl 2,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 130525-72-3 ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 3879-79-6 (2R,3R,4S,5S,6S)-3,4,5-tris(benzyloxy)-2-((benzyloxy)methyl)-6-methoxytetrahydro-2H-pyran 

Relevant academic research and scientific papers

Rapid assembly of gp120 oligosaccharide moieties via one-pot glycosidation-deprotection sequences

Mannosyl trihaloacetimidate donors equipped with a 2-O-Fmoc group can be effectively activated by catalytic Bi(OTf)3 in glycosidations. Despite the expected participating effect of the Fmoc group, the reaction solvent was found to be decisive f

One-pot catalytic glycosidation/Fmoc removal - An iterable sequence for straightforward assembly of oligosaccharides related to HIV gp120

The removal of a transient Fmoc protecting group can be simply performed by the addition of excess Et3N just after the accomplishment of a Bi(OTf)3-promoted glycosidation reaction. The obtained oligosaccharide can be directly employed as a glycosyl acceptor for further elongation of the saccharide. The preparation of biologically important, linear and branched mannans incorporated into HIV gp 120 demonstrates that the iteration of this one-pot sequence leads to a very straightforward oligosaccharide assembly.

Synthesis of oligosaccharide substrates for N-linked glycoprotein processing enzymes

The stereoselective syntheses of one pentasaccharide and one tetrasaccharide containing the Glc-α-(1 → 3)-Man-α moiety as their terminal unit, as well as one tetrasaccharide and one trisaccharide containing the Man-α-(1 → 2)-Man-α terminal unit were accomplished through the utilization of two key glycosyl donors, namely, 4-pentenyl 3-O-acetyl-2,4,6-tri-O-benzyl-α-D-mannopyranoside and ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside.