69892-45-1

Upstream product

• 50605-04-4 methyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside 
• 3946-01-8 methyl N-acetyl-β-D-glucosaminide 
• 67-56-1 methanol 
• 125158-55-6 2-methyl-(3-O-benzyl-1,2-dideoxy-5,6-O-isopropylidene-α-D-glucofurano)-<2.1-d>-2-oxazoline 
• 142560-73-4 methyl 2-acetamido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 87038-18-4 methyl 2-acetylamido-4,6-O-benzylidene-2-deoxy-β-D-glucopyranoside 

Downstream Products

• 142488-29-7 methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-β-D-glucopyranoside 
• 142466-90-8 methyl 2-acetamido-3-O-benzyl-2,6-dideoxy-6-fluoro-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 142466-88-4 methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-4-O-(3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 142466-89-5 methyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3-O-benzyl-2,6-dideoxy-6-fluoro-β-D-glucopyranoside 
• 142466-87-3 methyl 2-acetamido-4-O-(2-O-benzoyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3-O-benzyl-2-deoxy-6-O-methanesulfonyl-β-D-glucopyranoside 
• 142466-96-4 methyl 2-acetamido-3-O-benzyl-2,6-dideoxy-4-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside 
• 142481-98-9 methyl 2-acetamido-3-O-benzyl-2,6-dideoxy-6-fluoro-4-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside 
• 142466-97-5 methyl 2-acetamido-3-O-benzyl-6-chloro-2,6-dideoxy-4-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside 
• 142466-94-2 methyl 2-acetamido-3-O-benzyl-2-deoxy-4-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside 
• 142466-99-7 methyl 2-acetamido-6-amino-3-O-benzyl-2,6-dideoxy-4-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside 
• 142466-95-3 methyl 2-acetamido-3-O-benzyl-2-deoxy-6-O-methyl-4-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside 
• 142467-00-3 methyl 2,6-diacetamido-3-O-benzyl-2,6-dideoxy-4-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside 
• 142466-98-6 methyl 2-acetamido-6-azido-3-O-benzyl-2,6-dideoxy-4-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside 
• 142467-01-4 methyl 2-acetamido-3-O-benzyl-2,6-dideoxy-6-pivalamido-4-O-<3,4,6-tri-O-benzyl-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranosyl>-β-D-glucopyranoside 

Relevant academic research and scientific papers

Selectively charged and zwitterionic analogues of the smallest immunogenic structure of Streptococcus pneumoniae type 14

Zwitterionic polysaccharides (ZPs) have been shown in recent years to display peculiar immunological properties, thus attracting the interest of the carbohydrate research community. To fully elucidate the mechanisms underlying these properties and exploit

Concise and efficient synthesis of 2-acetamido-2-deoxy-β-D- hexopyranosides of diverse aminosugars from 2-acetamido-2-deoxy-β-D-glucose

The furanose acetonide derivative 1 is readily prepared from 2-acetamido-2-deoxy-D-glucose on a large scale without the need for chromatography. Mesylation of 1 provides an efficient, concise, synthetic route to rare 2-acetamido-2-deoxy-β-D-hexopyranosides (2 and 3) via the corresponding methyl 2-acetamido-2-deoxy-3-O-methanesulfonyl-β-D- glucopyranoside and subsequent inversion of configuration by direct displacement or formation of a 3,4-epoxide. Opening of this epoxide by azide provided a direct route to methyl 2-acetamido-4-amino-2,4,6-trideoxy-β-D- gulopyranoside 4. Benzylation of 1 followed by ring expansion to the glucopyranoside, deoxygenation at C-6, and subsequent displacement of a C-4 triflate permitted the synthesis of methyl 2-acetamido-4-amino-2,4,6-trideoxy- β-D-galactopyranoside 5. Methyl 2-acetamido-2-deoxy-β-D- glucopyranoside available from 1 in quantitative yield was readily converted to methyl 2-acetamido-2-deoxy-β-D-galactopyranoside 6 (>60%) by inversion of configuration at C-4. Introduction of a lactyl substituent at C-3 of oxazoline 1 also provides a facile synthesis of the biologically important muramic acid β-glycoside 7. An interesting reaction to convert 2-acetamido-2-deoxyhexopyranosides to the corresponding 2-deoxy-2-tetrazole is also reported.

Molecular recognition IX. The synthesis of the H-type 2 human blood group determinant and congeners modified at the 6-position of the N-acetylglucosamine unit

The synthesis of the methyl glucosides of the H-type 2 human blood determinant (α-L-Fuc-(1c->2b)-β-D-Gal(1b->4a)-β-D-GlcNAc-OMe) and its 6a-deoxy, 6a-O-methyl, 6a-chloro-6a-deoxy, 6a-deoxy-6a-fluoro, 6a-amino-6a-deoxy, 6a-acetamido-6a-deoxy, and 6a-deoxy-