161277-33-4

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 200003-47-0 allyl 2-O-benzyl-β-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 20746-64-9 allyl (R)-4,6-O-benzylidene-β-D-gluco-pyranoside 
• 200003-46-9 allyl 3,4,6-tri-O-benzoyl-2-O-benzyl-β-D-glucopyranoside 
• 160412-80-6 allyl 3,4,6-tri-O-benzoyl-β-D-glucopyranoside 
• 13322-90-2 3,4,6-tri-O-benzoyl-D-glucal 

Downstream Products

• 171614-54-3 allyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)1->3(2,6-di-O-benzyl)-β-D-glucopyranoside 
• 171614-58-7 allyl (β-D-galactopyranosyl)1->3[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->4(2,6-di-O-benzyl)]-β-D-glucopyranoside 
• 200003-49-2 allyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)1->3(2-O-benzyl)-β-D-glucopyranoside 
• 200003-54-9 allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl)-β-D-glucopyranoside 
• 200003-50-5 allyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)-β-D-glucopyranoside 
• 200003-55-0 allyl (2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)-β-D-glucopyranoside 
• 200003-80-1 allyl (β-D-galactopyranosyl)1->4[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl)]-β-D-glucopyranoside 
• 200003-72-1 allyl (6-O-benzyl-β-D-galactopyranosyl)1->4[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl)]-β-D-glucopyranoside 
• 200003-67-4 allyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)1->4[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl)]-β-D-glucopyranoside 
• 200003-75-4 allyl (β-D-galactopyranosyl)1->4[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)]-β-D-glucopyranoside 
• 200003-56-1 allyl (2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)1->4[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)]-β-D-glucopyranoside 
• 200003-44-7 allyl (2,3,4-tri-O-acetyl-6-O-benzyl-β-D-galactopyranosyl)1->4[(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)1->3(2-O-benzyl-6-O-tert-butyldiphenylsilyl)]-β-D-glucopyranoside 

Relevant academic research and scientific papers

n-Propyl 6-amino-2,6-dideoxy-2,2-difluoro-β-d-glucopyranoside is a good inhibitor for the β-galactosidase from E. coli

A convenient route has been developed for the synthesis of novel 6-amino-2,2-(or 3,3-difluoro)-2-(or 3),6-dideoxy-hexopyranoses. Biological screening showed these compounds as good inhibitors for several glycosidases. Especially n-propyl 6-amino-2,6-dideoxy-2,2-difluoro-β-d-glucopyranoside (8) was an excellent competitive inhibitor for the β-galactosidase from E. coli holding a Ki of 0.50 μM. [Figure not available: see fulltext.]

Total synthesis of 3,3-difluorinated 1-deoxynojirimycin analogues

Difluorination of 1-deoxynojirimycin at position C(3) creates a competitive inhibitor 15 of 10 times higher activity against an α-glucosidase than the parent compound. Its screening against a panel of human cell lines showed a low cytotoxicity therefore m

Synthesis of sulfated trisaccharide ligands for the selectins

In a directed effort to elucidate the molecular factors responsible for selectin-mediated cell adhesion events as a basis for the generation of potent and specific inhibitors of these processes, we have synthesized a variety of sulfated analogs of the trisaccharide recognition epitopes Lewis a [Lea: Ga1β1→3(Fucα1→4)GlcNAc] and Lewis x [Le(x): Galβ1→4(Fucαl→3)GlcNAc]. Our divergent synthetic route allows for the synthesis of gram quantities of these sulfated trisaccharides from common intermediates in 10-20% overall yields and in no more than 15 linear steps. In addition, we have anchored the reducing end of the Lea and Le(x) trisaccharide precursors with a β- allyl aglycone, providing a single anomer of each final product and allowing for further modification into multivalent derivatives.