537031-63-3Relevant academic research and scientific papers
Synthesis of new sugar amino acid derivatives of D-glucosamine
Xie, Juan
, p. 399 - 406 (2007/10/03)
The synthesis of several new sugar amino acid derivatives of 2-acetamido-2-deoxy-D-glucose, bearing a C-glycosyl functionality as building blocks for the design and synthesis of natural glycoconjugates mimetics, is described. These compounds were prepared from the readily accessible per-benzylated amino C-allyl glucopyranosyl compounds, with TMSOTf/Ac2O-mediated selective acetolysis of the 6-O-benzyl group as the key step.
Synthesis of α- and β-C-glycosides of N-acetylglucosamine
McGarvey, Glenn J.,Schmidtmann, Frank W.,Benedum, Tyler E.,Kizer, Darin E.
, p. 3775 - 3779 (2007/10/03)
As part of efforts to make available new classes of bioactive C-glycoconjugates, D-glucosamine has been effectively converted into a series of 2-deoxy-2-amino-C-glycosides. This versatile approach is keyed by a remarkably effective metal catalyzed olefin isomerization of the isomeric C-allyl amino sugars which, in turn, are readily available via radical allylation of D-glucosamine.
Development of co- and post-translational synthetic strategies to C-neoglycopeptides.
McGarvey, Glenn J,Benedum, Tyler E,Schmidtmann, Frank W
, p. 3591 - 3594 (2007/10/03)
[reaction: see text] The synthesis of stable, C-linked analogues of glycopeptides is being investigated with two complementary synthetic strategies, co-translational and post-translational glycopeptide synthesis. The key feature of the present approach li
