312957-75-8

Upstream product

• 108-24-7 acetic anhydride 

Downstream Products

• 312957-72-5 4-methoxyphenyl 2,3,6-tri-O-benzoyl-β-D-galactopyranoside 
• 1053380-04-3 p-methoxyphenyl 2,3-di-O-benzoyl-β-D-galactopyranoside 
• 221623-56-9 trichloroacetamido (2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-thio-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 

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.