79083-40-2

Basic information

• Product Name: 2,3,5-tri-O-benzyl-1-O-methyl-α-D-xylofuranoside
• Synonyms: 2,3,5-tri-O-benzyl-1-O-methyl-α-D-xylofuranoside
• CAS NO: 79083-40-2
• Molecular Weight: 434.532
• Mol File: 79083-40-2.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 2,3,5-tri-O-benzyl-1-O-methyl-α-D-xylofuranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3,5-tri-O-benzyl-1-O-methyl-α-D-xylofuranoside(79083-40-2)
• EPA Substance Registry System: 2,3,5-tri-O-benzyl-1-O-methyl-α-D-xylofuranoside(79083-40-2)

Safety Data

• Hazardous Substances Data: 79083-40-2(Hazardous Substances Data)

Upstream product

• 1825-61-2 Trimethylmethoxysilane 
• 16838-89-4 2,3,5-tri-O-benzyl-D-ribofuranose 
• 4356-80-3 methyl 2,3,4-tri-O-benzyl-β-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 191543-71-2 methyl 3,5-di-O-benzyl-α-D-ribofuranoside 
• 1824-96-0 methyl ribofuranoside 
• 67-56-1 methanol 
• 58-86-6 D-xylose 
• 7045-40-1 Methyl 3,5-O-Isopropylidene-α-D-xylofuranoside 
• 100-44-7 benzyl chloride 
• 1824-96-0 methyl xylofuranoside 
• 1824-96-0 methyl α-D-xylofuranoside 
• 79083-41-3 2,3,5-tri-O-benzyl-1-O-methyl-β-D-xylofuranoside 
• 86883-41-2 2,3,5-tri-O-benzyl-α-D-ribofuranosyl fluoride 

Downstream Products

• 149118-07-0 (2R,3R,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-phenylsulfanyl-tetrahydro-furan 
• 1428321-49-6 (1S,2R,3S,4R)-2,3,5-tris(benzyloxy)-1-methoxy-1-(phenylthio)pentan-4-ol 
• 1428321-46-3 (1R,2R,3R,4R)-2,3,5-tris(benzyloxy)-1-methoxy-1-(phenylthio)pentan-4-ol 
• 93836-22-7 4,7-anhydro-5,6,8-tri-O-benzyl-1,2,3-trideoxy-D-altro-oct-1-enitol 
• 1330085-36-3 3-(2,3,5-tri-O-benzyl-α-D-ribofuranosyl)-1-propyne 
• 100806-53-9 1,4-di-O-methanesulfonyl-2,3,5-tri-O-benzyl-D-xylitol 
• 909009-89-8 (2R,3S,4S)-1,3,4-Tris-benzyloxy-5-methoxy-hexan-2-ol 
• 191543-71-2 methyl 3,5-di-O-benzyl-α-D-ribofuranoside 
• 16838-89-4 2,3,5-tri-O-benzyl-D-xylofuranose 
• 92414-06-7 cyclohexyl 2,3,5-tri-O-benzyl-β-D-ribofuranoside 
• 92414-08-9 cyclohexyl 2,3,5-tri-O-benzyl-α-D-ribofuranoside 
• 79083-41-3 2,3,5-tri-O-benzyl-1-O-methyl-β-D-xylofuranoside 
• 100896-16-0 2,3,5-tri-O-benzyl-D-xylitol 
• 491-19-0 1,4-anhydro-D-ribitol 

Relevant articles and documents

The development of an aza-C-glycoside library based on a tandem staudinger/aza-wittig/ugi three-component reaction

We report the tandem Staudinger/aza-Wittig/Ugi three-component reaction mediated synthesis of a 64-member compound library of aza-C-glycosides. The library is composed of four pyrrolidine and three piperidine scaffolds, onto which a number of functional groups is grafted to form seven sublibraries. Variation in the library is achieved by transformation of two pentoses and a hexose into the corresponding 4-azidopentanal and 5-azidohexanal derivatives as precursors for the Staudinger/aza-Wittig process. Further variation is achieved by using different isocyanides as well as protective- and functional-group manipulations on the fully protected Ugi-3CR intermediates. Preliminary biological evaluation of the compound library revealed several low micromolar inhibitors of human acid glucosylceramidase.

Synthesis and properties of triplex-forming oligonucleotides containing 2′-O-(2-methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine

2′-O-(2-Methoxyethyl)-5-(3-aminoprop-1-ynyl)-uridine phosphoramidite (MEPU) has been synthesized from d-ribose and 5-iodouracil and incorporated into triplex-forming oligonucleotides (TFOs) by automated solid-phase oligonucleotide synthesis. The TFOs gave very high triplex stability with their target duplexes as measured by ultraviolet/fluorescence melting and DNase I footprinting. The incorporation of MEPU into TFOs renders them resistant to degradation by serum nucleases.

Synthesis of β-D-ribofuranosyl-(1→3)-α-L-rhamnopyranose by in situ activating glycosylation using 1-OH sugar derivative and Me3SiBr-CoBr2-Bu4NBr-molecular sieves 4A system

Β-D-Ribofuranosyl-(1→3)-α-L-rhamnopyranosyl-(1→3)- L-rhamnopyranose, the trisaccharide repeating unit of the C. freundii O28, 1c O-specific polysaccharide, was synthesized using in situ activating glycosylation of the 1-OH sugar derivatives and a reagent mixture of trimethylsilyl bromide, cobalt(II) bromide, tetrabutylammonium bromide, and molecular sieves 4A. Regioselective tritylation was useful for synthesizing the 3-OH derivatives of methyl, allyl, and benzyl α-L-rhamnosides.