312957-72-5

Upstream product

• 312957-75-8 4-methoxyphenyl (2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-galactopyranoside 
• 312957-64-5 2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-galactopyranosyl bromide 
• 98-88-4 benzoyl chloride 
• 1053380-04-3 p-methoxyphenyl 2,3-di-O-benzoyl-β-D-galactopyranoside 

Downstream Products

• 592527-57-6 4-methoxyphenyl 3,4,6-tri-O-benzyl-2-O-(p-methoxybenzyl)-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-β-D-galactopyranoside 
• 1053745-01-9 4-methoxyphenyl (3-azido-3-deoxy-2,4,6-tri-O-benzyl-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-galactopyranoside 
• 933045-19-3 p-methoxyphenyl 2,3,6-tri-O-benzoyl-4-O-levulinoyl-β-D-galactopyranoside 
• 195323-29-6 2,3,6-tri-O-benzoyl-4-O-levulinoyl-α-D-galactopyranosyl 2,2,2-trichloroacetimidate 

Relevant academic research and scientific papers

Galabiosyl donors; efficient synthesis from 1,2,3,4,6-penta-O-acetyl-β-D-galactopyranose

1,2,3,4,6-Penta-O-acetyl-β-D-galactopyranose was transformed into phenyl 2,3,4,6-tetra-O-benzyl-1-thio-β-D-galactopyranoside (5) and 4-methoxyphenyl 2,3,6-tri-O-benzoyl-β-D-galactopyranoside (8) in 73% (two steps) and 58% (three steps) yield, respectively. Glycosylation of the acceptor 8 with donor 5 using N-iodosuccinimide-trimethylsilyl trifluoromethanesulfonate as promoter furnished the galabioside 9 (8.8 g) in 95% yield. Further transformations provided in high yields anomerically-activated galabiosides (thioglycoside (1), trichloroacetimidate (2), and bromosugar (3)) suitable for use as glycosyl donors in syntheses of galabiose-containing oligosaccharides. Several of the compounds reported here are crystalline, which greatly simplified purifications. (C) 2000 Elsevier Science Ltd.