125760-22-7

Upstream product

• 67673-39-6 3,4,6-tri-O-acetyl-2-azido-2-deoxy-alpha-D-galactopyranosyl bromide 
• 106-45-6 para-thiocresol 
• 533927-89-8 p-tolyl 3,4,6-tri-O-acetyl-2-deoxy-2-N-(2,2,2-trichloroethoxycarbonylamino)-1-thio-β-D-galactopyranoside 
• 949489-05-8 p-tolyl 3,4,6-tri-O-acetyl-2-amino-2-deoxy-1-thio-β-D-galactopyranoside 
• 1772-03-8 D-(+)-galactosamine hydrochloride 
• 211801-76-2 p-methylphenyl 3,4,6-tri-O-acetyl-2-azido-2-deoxy-1-thio-α/β-D-galactopyranoside 

Downstream Products

• 125760-23-8 4-methylphenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-β-D-galactopyranoside 
• 875484-86-9 4-methylphenyl 2-azido-3,4-O-isopropylidene-2-deoxy-1-thio-β-D-galactopyranoside 
• 174783-86-9 N^α-fluoren-9-ylmethoxycarbonyl-3-O-[2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl]-L-threonine 
• 273944-57-3 N^α-fluoren-9-ylmethoxycarbonyl-3-O-(2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-L-threonine allyl ester 
• 384346-80-9 4-methylphenyl 2-azido-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-1-thio-β-D-galactopyranoside 
• 384346-83-2 N^α-fluoren-9-ylmethoxycarbonyl-3-O-(2-acetamido-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-galactopyranosyl)-L-threonine 
• 384346-81-0 N^α-fluoren-9-ylmethoxycarbonyl-3-O-(2-azido-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-galactopyranosyl)-L-threonine allyl ester 
• 384346-82-1 N^α-fluoren-9-ylmethoxycarbonyl-3-O-(2-acetamido-4,6-O-benzylidene-3-O-tert-butyldimethylsilyl-2-deoxy-α-D-galactopyranosyl)-L-threonine allyl ester 
• 384346-84-3 N^α-fluoren-9-ylmethoxycarbonyl-3-O-[2-azido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl]-L-threonine allyl ester 
• 384346-85-4 N^α-fluoren-9-ylmethoxycarbonyl-3-O-[2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-α-D-galactopyranosyl]-L-threonine allyl ester 
• 172511-63-6 C₅₇H₆₉N₃O₂₂ 
• 172511-59-0 (2S,3R)-3-[(2S,3R,4R,5S,6R)-3-Acetylamino-4-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-2-yloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester 
• 186599-83-7 (2S,3R)-3-[(3R,4R,5S,6R)-3-Azido-4-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-hydroxy-tetrahydro-pyran-2-yloxy]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester 
• 186599-84-8 (2S,3R)-3-((2S,3R,4R,5R,6R)-3-Acetylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid benzyl ester 

Relevant academic research and scientific papers

Tuning reactivity of glycosyl imidinium intermediate for 2-azido-2-deoxyglycosyl donors in α-glycosidic bond formation

The chemical properties of nucleophile additives were investigated in a modulated glycosylation context. N-Formylmorpholine (NFM) was found to be an effective modulator for glycosylation with less reactive 2-azido-2- deoxythioglucosyl and thiogalactosyl d

Multi-component one-pot synthesis of the tumor-associated carbohydrate antigen globo-H based on preactivation of thioglycosyl donors

(Chemical Equation Presented) Two efficient routes for the rapid assembly of the tumor-associated carbohydrate antigen Globo-H hexasaccharide 2 by a preactivation based iterative one-pot strategy are reported. The first method involves the sequential coup

Synthesis of some amino and carboxy analogs of galabiose; evaluation as inhibitors of the pilus protein PapG(J)96 from Escherichia coli

The 2'-amino-2'-deoxy, 6-amino-6-deoxy, and 6-carboxy analogs of the reference inhibitor 2(trimethylsilyl)ethyl (α-D-galactopyranosyl)-(1→4)- β-d-galactopyranoside were synthesized and evaluated as inhibitors of the binding of the Escherichia coli-derived pilus protein PapG(J96), using an ELISA assay. The inhibitory efficiencies (K(rel); relative to the reference inhibitor) were: 157, 13, and 8, respectively. The results support the previously proposed combining site model, where the protein carries a negatively charged amino acid residue near HO-2' and HO-6 of the galabioside.

Synthesis of Tn and Sialyl Tn Building Blocks for Solid Phase Glycopeptide Synthesis

Tn (GalNAcα1 -> O-Thr) and sialyl Tn (NeuAcα2 -> 6GalNAcα1 -> O-Thr) building blocks for direct use in Fmoc solid phase glycopeptide synthesis have been prepared in 3 and 5 steps, respectively, from p-cresyl 2-azido-2-deoxy-3,6-di-O-tert-butyldimethylsilyl-1-thio-β-D-galactopyranoside (3).The silyl protective groups used for the GalNAc moiety of the Tn building block may be removed simultaneously with glycopeptide cleavage from the solid phase under acidic conditions.