180274-59-3

Upstream product

• 180274-58-2 (2S,3S,4S,5R,6S)-3-((2R,3R,4R,5S,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-6-(4-methoxy-phenoxy)-4,5-bis-(4-methyl-benzoyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 67817-15-6 Acetic acid (2R,3S,4R,5R,6R)-4-acetoxy-2-acetoxymethyl-5-azido-6-bromo-tetrahydro-pyran-3-yl ester 
• 874-60-2 4-methyl-benzoyl chloride 
• 158194-79-7 p-Methoxyphenyl 2,3-di-O-p-methylbenzoyl-β-D-glucopyranoside 
• 180274-49-1 p-Methoxyphenyl 4,6-O-isopropylidene-β-D-glucopyranoside 
• 180274-50-4 p-Methoxyphenyl 6-O-tert-butyldiphenylsilyl-2,3-di-O-p-methylbenzoyl-β-D-glucopyranoside 
• 3150-20-7 4-methoxyphenyl β-D-glucopyranoside 
• 180274-56-0 p-Methoxyphenyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl)-(1->4)-6-O-tert-butyldiphenylsilyl-2,3-di-O-p-methylbenzoyl-β-D-glucopyranoside 
• 180274-57-1 p-Methoxyphenyl O-(3,4,6-tri-O-acetyl-2-azido-2-deoxy-β-D-glucopyranosyl)-(1->4)-2,3-di-O-p-methylbenzoyl-β-D-glucopyranoside 

Downstream Products

• 180274-60-6 (2S,3S,4S,5R,6R)-3-((2R,3R,4R,5S,6R)-4,5-Diacetoxy-6-acetoxymethyl-3-azido-tetrahydro-pyran-2-yloxy)-4,5-bis-(4-methyl-benzoyloxy)-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Synthetic studies of glycosyl serines in the carbohydrate-protein region of protoglycans

A series of glycosyl serines 1-6 which are located in the carbohydrate-protein linkage region of proteoglycans, including the chondroitin penta- and heptasaccharides GalNAcα(1-4)R (3), GalNAcβ(1-4)R (4) and GalNAcβ(1-4)GlcAβ(1-3)GalNAc(1-4)R (6) as well as the heparin pentasaccharide GlcNAcα(1-4)R (5) [R = GlcAβ(1-3)Galβ(1-3)Galβ(1-4)Xylβ-Ser] were systematically synthesized as follows. Trisaccharide acceptor 27 having a Gal(1-3)Galβ(1-4)Xyl sequence was glycosylated with di- and tetrasaccharide donors 16α, 16β, 22, and 26, which correspond to the non-reducing end sequences of 3-6, regio- and stereoselectively to afford penta- and heptasaccharides 30, 34, 36, and 39, respectively. After the conversion into the respective penta- and heptaosylimidates 42c-f as well as tri- and tetraosylimidates 42a and b, they were coupled with serine derivative 43 to give tri-, tetra-, penta-, and heptaosyl serines 44a-f. All the glycosyl serines were deprotected to 1-6. VCH Verlagsgesellschaft mbH, 1996.