263550-35-2

Upstream product

• 79-04-9 chloroacetyl chloride 
• 127514-28-7 Allyl 2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 10364-94-0 1-benzoylimidazole 
• 98-88-4 benzoyl chloride 

Downstream Products

• 127514-28-7 Allyl 2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 263550-38-5 allyl 3-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 311349-72-1 Benzoic acid (2S,3R,4S,5R,6R)-2-allyloxy-4-(2-chloro-acetoxy)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl ester 
• 400865-05-6 2-O-benzoyl-4,6-O-benzylidene-3-O-chloroacetyl-α-D-glucopyranose 
• 311349-80-1 C₅₉H₆₁ClO₂₄ 
• 311349-81-2 4,6-Di-O-acetyl-2-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-β-D-gluco-pyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-α-D-glucopyranoside 
• 311349-79-8 4,6-Di-O-acetyl-2-O-benzoyl-3-O-chloroacetyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranosyl trichloroacetimidate 
• 311349-77-6 allyl 4,6-di-O-acetyl-3-O-chloroacetyl-2-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 311349-76-5 4,6-di-O-acetyl-2-O-benzoyl-3-O-chloroacetyl-α-D-glucopyranosyl trichloroacetimidate 
• 311349-73-2 4,6-Di-O-acetyl-2-O-benzoyl-3-O-chloroacetyl-α-D-glucopyranoside 
• 311349-74-3 allyl 4,6-di-O-acetyl-2-O-benzoyl-α-D-glucopyranoside 
• 400865-06-7 2-O-benzoyl-4,6-O-benzylidene-3-O-chloroacetyl-α-D-glucopyranosyl trichloroacetimidate 

Relevant academic research and scientific papers

Synthesis of Streptococcus pneumoniae type 3 neoglycoproteins varying in oligosaccharide chain length, loading and carrier protein

The preparation is described of a range of neoglycoproteins containing synthesised fragments of the capsular polysaccharide of Streptococcus pneumoniae type 3, that is β-D-GlcpA(1 → 4)-β-D-Glcp-(1 → O)-(CH2)3NH2 (1), β-D-Glcp-(1 → 3)-β-D-GlcpA-(1 → 4)β-D-Glcp-(1 → O)-(CH2)3NH2 2, and β-D-GlcpA-(1 → 4)-β-D-Glcp-(1 → 3)-βD-GlcpA-(1 → 4)-β-D-Glcp-(1 → O)(CH2)3NH2 (3). A blockwise approach was developed for the synthesis of the protected carbohydrate chains, in which the carboxylic groups were introduced prior to deprotection by selective oxidation of HO-6 in the presence of HO-4 by using TEMPO (2,2,6,6-tetramethyl-1-piperidinyloxy radical). After deprotection, the 3-aminopropyl spacer of the fragments was elongated with diethyl squarate (3,4-diethoxy-3-cyclobutene-1,2-dione) and the elongated oligosaccharides were conjugated to CRM197 (cross-reacting material of diphtheria toxin), KLH (keyhole limpet hemocyanin) or TT (tetanus toxoid). The resulting neoglycoconjugates varied in oligosaccharide chain length, oligosaccharide loading and protein carrier. These well-defined conjugates are ideal probes for evaluating the influence of the different structural parameters in immunological tests.

Synthesis of a glucoheptaose - The repeating unit of lentinan

An allyl glucoheptaoside, allyl β-D-Glu-(1→3)-[β-D-Glu-(1 →6)]-β-D-Glu-(1→3)-β-D-Glu-(1→3)-[β-D-Glu-(1→6)]-β-D-Glu-(1→3)-β-D- Glucoside, representing the repeating unit of lentinan was synthesized through a stepwise way. The key step involved di-6-O-selective glycosylation using perbenzoylated glucopyranosyl imidate as the donor and 1→3-β-linked pentasaccharide having 4,6-free hydroxy groups at B and D rings as the acceptor.