93381-69-2

Upstream product

• 79218-68-1 2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranose 
• 130525-72-3 ethyl 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside 
• 16697-49-7 3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose 
• 38081-38-8 3,4,6-tri-O-acetyl-1,2-O-<1-(exo-ethoxy)ethylidene>-α-D-glucopyranose 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 108869-64-3 3,4,6-tri-O-benzyl-2-O-acetyl-α-D-glucosyl trichloroimidate 
• 677766-64-2 S-ethyl-2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-α-D-glucopyranoside 
• 158852-31-4 3,4,6-tri-O-benzyl-1,2-O-(exo-ethoxyethylidene)-α-D-glucopyranose 

Downstream Products

• 99050-03-0 3,4,6-Tri-O-benzyl-1,2-O-<(2E,4R,6R,7E,11E)-1-(4-hydroxycembra-2,7,11-trien-6-yloxy)ethyliden>-α-D-glucopyranose 
• 136597-27-8 methyl-2-O-benzyl -3-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-4,6-O-benzylidene-α-D-glucopyranoside 
• 99050-03-0 3,4,6-Tri-O-benzyl-1,2-O-<(2E,4S,6R,7E,11E)-1-(4-hydroxycembra-2,7,11-trien-6-yloxy)ethyliden>-α-D-glucopyranose 
• 88087-43-8 2-acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-4-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-β-D-glucopyranose 
• 80738-62-1 2-O-acetyl-3,4,6-tri-O-benzyl-1,5-anhydro-D-arabino-hex-1-enitol 
• 88988-46-9 2-O-acetyl-3,4,6-tetra-O-benzyl-α-D-glucopyranose 
• 301645-79-4 methyl 2-O-allyl-3,4,6-tri-O-benzyl-1-thio-β-D-glucopyranoside 
• 108869-64-3 3,4,6-tri-O-benzyl-2-O-acetyl-α-D-glucosyl trichloroimidate 
• 80596-05-0 methyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1<*>2)-3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 106444-80-8 8-methoxycarbonyloctyl 6-o-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranoside 
• 61134-30-3 benzyl 3,4,6-tri-O-benzyl-α-D-mannopyranoside 
• 158852-32-5 ethyl 3,4,6-tri-O-benzyl-1-thio-β-D-mannopyranoside 
• 158818-96-3 phenyl 3,4,6-tri-O-benzyl-1-thio-β-D-arabino-hexopyranosid-2-ulose 
• 158818-97-4 isopropyl 3,4,6-tri-O-benzyl-β-D-arabino-hexopyranosid-2-ulose 

Relevant academic research and scientific papers

Total Synthesis of Quercetin 3-Sophorotrioside

5,7-Dihydroxy-3-[β-D-glucopyranosyl-(1→2)-β -D-glucopyranosyl-(1→2)-β-D-glucopyranosyl]-2-(3,4-dihydroxyphenyl) -4H-1-benzopyran-4-one (quercetin 3-sophorotrioside), a flavonol triglycoside, isolated from Pisum sativum shoots and showing protective effect

Syntheses of O-β-D-mannosyl-(1 → 4)-O-α-D-mannosyl-(1 → 3)-L-rhamnose and O-(2-acetamido-2-deoxy-β-D-mannosyl)-(1 → 4)-O-α-D-galactosyl-(1 → 4)-D-galactose via in-situ-activating glycosylation using 2-O-acetyl-3,4,6-tri-O-benzyl-D-glucose

O-β-D-Mannopyranosyl-(1 → 4)-O-α-D-mannopyranosyl-(1 → 3)-L-rhamnopyranose, a trisaccharide including a repeating unit of the O-specific polysaccharide (OSP) of Bulkholderia vietnamiensis strain LMG 6988, and O-(2-acetamido-2-deoxy-β-D-mannopyranosyl)-(1 → 4)-O-α-D-galactopyranosyl-(1 → 4)-D-galactopyranose, a trisaccharide including a repeating unit of OSP of Acinetobactor baumannii serogroup O18, were synthesized by means of in-situ-activating glycosylation using 2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranose (2ATBG) and a reagent mixture of p-nitrobenzenesulfonyl chloride, silver triflate, and 1,8-diazabicyclo[5.4.0]undec-7-ene, and related systems. New syntheses of 2ATBG, allyl 2,3,6-tri-O-benzyl-α-D-galactopyranoside, benzyl 2,3,6-tri-O-benzyl-α-D-galactopyranoside, and 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-mannopyranose are described.

Stereoselective 1,2-cis glycosylation of 2-O-Allyl protected thioglycosides

The technique of intramolecular aglycon delivery (IAD), whereby a glycosyl acceptor is temporarily appended to a hydroxyl group of a glycosyl donor is an attractive method that can allow the synthesis of 1,2-cis glycosides in an entirely stereoselective f

Synthesis of Thio-Linked Disaccharides by 1→2 Intramolecular Thioglycosyl Migration: Oxacarbenium versus Episulfonium Ion Intermediates

The conversion of 1,1′-thio-linked glucopyranosyl α-D-mannopyranosides to 1,2-thio-linked methyl sophorosides or methyl kojibiosides is described. The method involves the 1→2-migration of the thioglucopyranosyl portion of the nonreducing disaccharide with inversion of configuration at C-2 of the mannopyranose ring and concomitant formation of the methyl glucopyranoside. The thioglucosyl migration does not occur when electron-withdrawing benzoate protecting groups are present. The rearrangement occurs with retention of configuration in the migrating thioglucoside but the methyl glycoside is formed as a mixture of α- and β-isomers. This is attributed to a mechanism involving an oxacarbenium-ion intermediate rather than an episulfonium-ion intermediate. The relevance of this work to recent theoretical predictions concerning the relative stability of such intermediates is discussed.

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

Synthesis and Conformational Analysis of Methyl 2-O-(α-D-Mannopyranosyl)-α-D-mannopyranoside

NMR experiments such as steady state NOE experiments and spin lattice 1H relaxation time measurements were performed on the synthetic disaccharide 10 that constitutes part of the polysaccharide backbone in fungal mannans.The spectroscopic data were compar