158818-95-2

Upstream product

• 158818-92-9 3,4,6-tri-O-benzyl-α-D-arabino-hexopyranose-2-ulosyl bromide 
• 75-08-1 ethanethiol 
• 180187-58-0 ethyl 3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside 
• 55628-54-1 3,4,6-tri-O-benzyl-D-glucal 
• 74372-90-0 3,4,6-tri-O-benzyl-D-glucal epoxide 
• 55659-53-5 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-glucopyranosyl bromide 
• 80738-62-1 2-O-acetyl-3,4,6-tri-O-benzyl-1,5-anhydro-D-arabino-hex-1-enitol 
• 158852-31-4 3,4,6-tri-O-benzyl-1,2-O-(exo-ethoxyethylidene)-α-D-glucopyranose 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 38081-38-8 3,4,6-tri-O-acetyl-1,2-O-<1-(exo-ethoxy)ethylidene>-α-D-glucopyranose 

Downstream Products

• 199116-19-3 C₈₀H₁₀₂O₁₅Si₂ 
• 196704-19-5 ethylthio 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 196704-20-8 thioethyl 3,4,6-tri-O-benzyl-2-O-pivaloyl-β-D-mannopyranoside 
• 148807-00-5 2-acetyl 3,4,6-tribenzyl-1-thioethyl D-mannoside 
• 199116-17-1 ethyl 3,4,6-tri-O-benzyl-2-O-(tert-butyldimethylsilyl)-1-thio-β-D-mannopyranoside 
• 158852-32-5 ethyl 3,4,6-tri-O-benzyl-1-thio-β-D-mannopyranoside 

Relevant academic research and scientific papers

A highly convergent synthesis of an N-linked glycopeptide presenting the H-type 2 human blood group determinant

The total synthesis of an H-type blood group determinant in a model biological setting is described. The construct is comprised of a high mannose core structure with projecting lactose spacers, culminating in a two-copy presentation of the H-type blood group determinant itself. Key reactions that were used in this construction include sulfonamidohydroxylation (see 15→18) and benzoate-directed glycosylation via an activated thiophenyl donor (see 34→36). Another key strategic element involved the epimerization of an interior core glucoside to reach the β-mannoside (see 37→38) required in the ring C sugar of the high mannose core.

A highly convergent total synthetic route to glycopeptides carrying a high-mannose core pentasaccharide domain N-linked to a natural peptide motif

N-Linked glycopeptides were synthesized by condensation of a high-mannose anomeric amine bearing a pentasaccharide with aspartic-acid-containing tri- and pentapeptides through the agency of IIDQ. The pentasaccharide portion, corresponding to the 'core' re

Coupling of glycal derived thioethyl glycosyl donors with glycal acceptors. An advance in the scope of the glycal assembly

Glycals were converted into thioethyl glycosyl donors through 1,2-anhydrosugar intermediates. Various participating groups in the C-2 position were examined for formation of β-glucosyl, β-galactosyl, and α-mannosyl linkages. A number of disaccharides was

3,4,6-Tri-O-benzyl-α-D-arabino-hexopyranos-2-ulosyl Bromide: A Versatile Glycosyl Donor for the Efficient Generation of β-D-Mannopyranosidic Linkages

An expedient four-step sequence is described for the conversion of acetobromoglucose into the title 2-oxohexosyl ("ulosyl") bromide 4.Due to its O-benzyl protection, 4 is considerably more reactive than its acylated analogs 1-3: Ag2CO3-promoted glycosidat