138511-92-9

Upstream product

• 6386-24-9 2,3,4,6-tetra-O-benzyl-D-galactopyranose 
• 53008-62-1 2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl iodide 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 
• 139903-48-3 phenyl-2,3,4,6-tetra-O-benzyl-1-seleno-β-D-galactopyrannoside 
• 3866-62-4 2,3,4,6-tetra-O-benzyl-D-galactopyranosyl acetate 
• 4291-68-3 (2R,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-chloro-tetrahydro-pyran 

Downstream Products

• 944733-24-8 ethyl 2,2-difluoro-2-(3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosid-2-ulosyl)acetate 
• 944733-25-9 bromo-difluoro-(3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosid-2-ulosyl)methane 
• 946416-39-3 1,5-anhydro-2,3,4,6-tetra-O-benzyl-1,2-C-(dichloromethylene)-α-D-glycero-L-altro-hexitol 
• 946416-40-6 methyl 2-chloro-2-deoxy-3,4,5,7-tetra-O-benzyl-α-D-lyxo-hept-2-enoseptanoside 
• 946416-41-7 methyl 4,5,7-tri-O-benzyl-α-D-lyxo-sept-2,3-diuloside 
• 946416-43-9 methyl 4,5,7-tri-O-benzyl-α-D-glycero-L-altro-septanoside 
• 1308272-15-2 ethyl fluoro-2-(3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosid-2-ulosyl)acetate 
• 1308272-22-1 C₃₀H₃₂F₂O₆ 
• 1308272-26-5 C₃₉H₄₇F₂NO₉ 
• 1308272-24-3 C₃₉H₄₉F₂NO₉ 
• 1308272-27-6 2,3,4-tri-N,O,O-acetyl-1,1-difluoro-1-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl)-3-amino-4-hydroxy-butan-2-ol 
• 1308272-30-1 C₃₀H₃₁BrF₂O₆ 
• 1308272-25-4 C₃₉H₄₆BrF₂NO₉ 
• 1308272-17-4 iso-propyl 2,2-difluoro-2-(3,4,6-tri-O-benzyl-α-D-galactopyranosyl)acetate 

Relevant academic research and scientific papers

Straightforward synthesis of protected 2-hydroxyglycals by chlorination-dehydrochlorination of carbohydrate hemiacetals

A straightforward and scalable method for the synthesis of protected 2-hydroxyglycals is described. The approach is based on the chlorination of carbohydrate-derived hemiacetals, followed by an elimination reaction to establish the glycal moiety. 1,2-dehy

Addition of electrophilic radicals to 2-benzyloxyglycals: Synthesis and functionalization of fluorinated α-C-glycosides and derivatives

A new method for the synthesis of fluorinated α-C-glycosides is described. The reactions between highly electrophilic radicals (fluorinated or unfluorinated) and a 2-benzyloxyglucal or galactal provide 2-keto-D-arabino- or 2-keto-D-lyxo-hexopyranosides th

Addition of difluoromethyl radicals to glycals: A new route to α-CF2-D-glycosides

The synthesis of synthetically useful α-CF2 glycosides by radical addition of ethyl bromodifluoroacetate onto 2-benzyloxyglycals Is described. The methodology provides an access to α-O-glycoside mimics and, potentially, to valuable α-O-glycocon

Glycosyl iodides are highly efficient donors under neutral conditions

Glycosyl iodides have been prepared and subjected to glycosylation under neutral conditions. The reactions are highly efficient, giving α glycosides even with sterically demanding glycosyl acceptors. Glucosyl iodides react with allyl alcohol slowest and require refluxing conditions. Galactosyl iodides are intermediate in reactivity, providing the allyl glycoside in 3 h at room temperature, whereas glycosylation of fucosyl iodides occurs in less than 1 h under similar conditions. The scope and limitations of the reactions were demonstrated with a variety of acceptors, including an anomeric hydroxyl group, to give trehalose analogs. β-Selective glycosylation of glucosyl iodides, in the absence of C-2 participation, could be achieved by simply changing the solvent from benzene to acetonitrile. Copyright (C) 1999 Elsevier Science Ltd.