126740-75-8

Upstream product

• 126740-80-5 2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-4,6-O-isopropylidene-α-D-galactopyranosyl trichloroacetimidate 
• 126740-82-7 2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-4,6-O-isopropylidene-β-D-galactopyranosyl trichloroacetimidate 
• 126740-81-6 2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl trichloroacetimidate 
• 126740-78-1 tert-butyldimethylsilyl 2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-4,6-O-benzylidene-2-deoxy-β-D-galactopyranoside 
• 126740-77-0 tert-butyldimethylsilyl 2-azido-3-O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-2-deoxy-4,6-O-isopropylidene-β-D-galactopyranoside 
• 99049-62-4 2-azido-2-deoxy-3,4,6-tri-O-benzyl-α-D-glucopyranosyl trichloroacetimidate 
• 87190-68-9 tert-Butyldimethylsilyl-2-azido-4,6-O-benzyliden-2-desoxy-β-D-galactopyranosid 
• 114117-04-3 tert-butyldimethylsilyl 2-azido-2-deoxy-4,6-O-isopropylidene-β-D-galactopyranoside 
• 21209-51-8 N-benzyloxycarbonyl-L-serine benzyl ester 
• 108-24-7 acetic anhydride 
• 126740-74-7 3-O-<2-acetamido-3-O-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-galactopyranosyl)-2-deoxy-α-D-galactopyranosyl>-N-benzyloxycarbonyl-L-serine benzyl ester 

Relevant academic research and scientific papers

SYNTHESIS OF GLYCOPEPTIDES OF THE MUCIN TYPE CONTAINING A β-D-GlcpNAc-(1->3)-D-GalpNAc UNIT

Mucin-type O-glycopeptides containing the β-D-GlcpNAc-(1->3)-D-GalpNAc core unit were synthesised from 2-azido-2-deoxy-D-glucose, 2-azido-2-deoxy-D-galactose, 2-azido-2-deoxylactose, and L-serine precursors, using the trichloroacetimidate method.Thus, β-D-GlcpNAc-(1->3)-α-D-GalpNAc-(1->3)-Ser (1) and a derivative of β-D-Galp-(1->4)-β-D-GlcpNAc-(1->6)-3)>-α-D-GalpNAc-(1->3)-Ser (2) were obtained.A precursor of 1 having HO-4,6 of the 2-azido-2-deoxy-D-galactose residue unsubstituted was a valuable intermediate for the synthesis of 2 due to regioselective glycosylation at O-6.Regioselectivity in this reaction was not observed for precursors having a tert-butyldimethylsilyl group at O-1 instead of a protected L-serine moiety.