250691-61-3

Basic information

• Product Name: (2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-iodo-6-methyl-tetrahydro-pyran
• Synonyms: (2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-iodo-6-methyl-tetrahydro-pyran
• CAS NO: 250691-61-3
• Molecular Weight: 544.429
• Mol File: 250691-61-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-iodo-6-methyl-tetrahydro-pyran(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-iodo-6-methyl-tetrahydro-pyran(250691-61-3)
• EPA Substance Registry System: (2S,3S,4R,5R,6S)-3,4,5-Tris-benzyloxy-2-iodo-6-methyl-tetrahydro-pyran(250691-61-3)

Safety Data

• Hazardous Substances Data: 250691-61-3(Hazardous Substances Data)

Upstream product

• 83562-59-8 1-O-acetyl-2,3,4-tri-O-benzyl-α-L-fucopyranose 
• 151909-89-6 1-O-acetyl-2,3,4-tri-O-benzyl-L-fucopyranose 

Downstream Products

• 120703-60-8 1,6-anhydro-3,4-O-isopropylidene-2-O-(2,3,4-tri-O-benzyl-α-L-fucopyranosyl)-β-D-galactopyranose 
• 679430-83-2 1-acetamido-2,3,4-tri-O-benzyl-α-L-fucopyranose 
• 103866-90-6 2-cyanoethyl-(2,3,4,6-tetra-O-benzyl-β-L-fucopyranosyl)-N,N'-diisopropylphosphoramidite 
• 679430-81-0 1-azido-2,3,4-tri-O-benzyl-α-L-fucopyranose 
• 64694-29-7 1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-yl 2,3,4-tri-O-benzyl-α-L-fucopyranose 
• 250691-62-4 allyl 2,3,4-tri-O-benzyl-α-L-fucopyranoside 

Relevant articles and documents

Selective synthesis of anomeric α-glycosyl acetamides via intramolecular Staudinger ligation of the α-azides

α-Glycosyl azides can be transformed into the corresponding α-glycosyl acetamides with complete retention of configuration via reduction-acylation (Staudinger ligation) reactions using specifically functionalized phosphines. The α-acetamides of per-O-benz

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.