268725-01-5

Upstream product

• 180980-29-4 5-acetamido-6,7,9-tri-O-acetyl-4,8-anhydro-1,2,3,5-tetradeoxy-D-glycero-D-ido-non-enitol 
• 100-39-0 benzyl bromide 
• 180778-41-0 3-(2'-N-acetylamino-2'-deoxy-β-D-glucopyranosyl)-1-propene 

Downstream Products

• 537031-65-5 3-(2'-N-acetylamino-3',4'-di-O-benzyl-2'-deoxy-β-D-glucopyranosyl)-1-propene 
• 652993-94-7 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-aldehydo-D-glycero-D-gulo-heptose 
• 443916-42-5 4-acetamido-3,7-anhydro-5,6,8-tri-O-benzyl-1,2,4-trideoxy-D-glycero-D-gulo-oct-1-ynitol 
• 182618-25-3 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-gulo-heptonic acid 
• 578729-63-2 N-[(2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((E)-propenyl)-tetrahydro-pyran-3-yl]-acetamide 

Relevant academic research and scientific papers

Synthesis of new sugar amino acid derivatives of D-glucosamine

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

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.