728899-95-4

Upstream product

• 108-24-7 acetic anhydride 
• 808737-08-8 (2R,4aR,6S,7R,8R,8aS)-6-((2S,3S,4R,5R,6R)-4,5-Dihydroxy-2-iodomethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 
• 156038-69-6 methyl 4,6-O-benzylidene-β-D-glucopyranosyl-(1->4)-β-D-glucopyranoside 

Downstream Products

• 801287-85-4 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->4)-(5S)-2,3-di-O-acetyl-1,6-anhydro-5-C-hydroxy-α-D-xylo-hexopyranose 
• 728900-12-7 methyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-β-D-xylo-hex-5-enopyranoside 
• 728899-98-7 (1R,4S,5R,6S)-4,5-dibenzyloxy-1-benzyloxymethyl-6-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyloxy)cyclohex-2-en-1-ol 
• 728899-96-5 methyl 2,3-di-O-benzyl-6-deoxy-4-O-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyl)-β-D-xylo-hex-5-enopyranoside 
• 728899-97-6 (4S,5R,6S)-6-(2,3-di-O-benzyl-4,6-O-benzylidene-β-D-glucopyranosyloxy)-4,5-(dibenzyloxy)cyclohex-2-enone 

Relevant academic research and scientific papers

Simple syntheses of 4-O-glucosylated 1-deoxynojirimycins from maltose and cellobiose

Glucosidase inhibitors α-d-glucopyranosyl-(1→4)-1- deoxynojirimycin and β-d-glucopyranosyl-(1→4)-1-deoxynojirimycin were prepared from maltose and cellobiose, respectively, via the corresponding 5,6-eno derivatives, their epoxidation and the subsequent double reductive amination of the resulting 5-uloses. In both cases, the reported route is the first chemical synthesis not based on enzymatic glucosyl transfer.

Some approaches to glycosylated versions of methyl β-acarviosin

In a first approach to a glycosylated version of 'methyl β-acarviosin', a putative inhibitor of cellulases, cellobiose was converted into a carbocyclic enone that could not be transformed into the required amine for a subsequent alkylation. Alternatively,