139903-48-3

Upstream product

• 4163-60-4 β-D-galactose peracetate 
• 154618-72-1 phenyl 2,3,4,6-tetra-O-acetyl-1-seleno-β-D-galactopyranoside 
• 645-96-5 Benzeneselenol 
• 100-39-0 benzyl bromide 
• 4981-97-9 phenyl 1-seleno-β-D-galactopyranoside 

Downstream Products

• 144069-06-7 methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyl)-β-D-galactopyranoside 
• 144069-05-6 methyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-β-D-galactopyranoside 
• 138511-92-9 1,5-anhydro-2,3,4,6-tetra-O-benzyl-D-lyxo-hex-1-enitol 
• 1467598-18-0 diethyl (3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosid-2-ulosyl)malonate 
• 1467598-15-7 [difluoro-(3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosid-2-ulosyl)methyl]phenylsulfone 
• 1467598-14-6 dibromofluoro-(3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosid-2-ulosyl)methane 
• 1308272-25-4 C₃₉H₄₆BrF₂NO₉ 
• 1308272-30-1 C₃₀H₃₁BrF₂O₆ 
• 1467598-16-8 ethyl fluoro-2-(3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosid-2-ulosyl)acetate 
• 1467598-17-9 ethyl fluoro-2-(3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosid-2-ulosyl)acetate 
• 1467598-35-1 (2S,3R,4S,5R,6R)-4,5-bis(benzyloxy)-6-((benzyloxy)methyl)-2-(bromodifluoromethyl)tetrahydro-2H-pyran-3-yl (2R,3S,4R)-3,4-bis(benzyloxy)-2-((tertbutoxycarbonyl)amino)nonanoate 
• 1308272-18-5 bromo-difluoro-(3,4,6-tri-O-benzyl-α-D-galactopyranosyl)methane 
• 1308272-17-4 iso-propyl 2,2-difluoro-2-(3,4,6-tri-O-benzyl-α-D-galactopyranosyl)acetate 
• 1467598-21-5 diethyl (3,4,6-tri-O-benzyl-α-D-talopyranosyl)malonate 

Relevant academic research and scientific papers

Photoinitiated glycosylation at 350 nm

A method for photochemical activation of glycosyl donors is presented. Selenoglycosides were activated by single-electron transfer using a photooxidant, N-methylquinolinium hexafluorophosphate, as photosensitizer and a toluene cosolvent as cosensitizer under irradiation at 350 nm. In this way we were able to synthesize glycosides including (1→6)-linked disaccharides. Benzyl ethers and benzoate esters were compatible with these conditions, allowing potentially synthetically useful transformations. The major by-products were due to hydrolysis; the reactions required the presence of oxygen and were run in air.

Iodonium Ion-Mediated Glycosidations of Phenyl Selenoglycosides

Fully benzylated or benzoylated phenyl selenoglycosides can be activated by the promoters iodonium di-sym-collidine perchlorate (IDCP) or N-iodosuccinimide and catalytic triflic acid (NIS/TfOH cat.).The potential of the iodonium ion-mediated glycosidation