86883-48-9

Upstream product

• 16838-89-4 2,3,5-tri-O-benzyl-D-ribofuranose 
• 53008-65-4 methyl 2,3,4-tri-O-benzyl-D-glucopyranoside 
• 78687-40-8 methyl 2,3,4-tri-O-benzyl-6-O-(trimethylsilyl)-α-D-glucopyranoside 
• 86883-42-3 2,3,5-tris-O-(phenylmethyl)-β-D-ribofuranosyl fluoride 
• 148623-62-5 2,3,5-tri-O-benzyl-1-O-methoxyacetyl-β-D-ribofuranose 
• 91078-59-0 1-O-trimethylsilyl-2,3,5-tri-O-benzyl-D-arabinofuranose 
• 160549-10-0 2,3,5-tri-O-benzyl-D-arabinofuranose 
• 58381-23-0 (3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran-2-yl acetate 
• 97-30-3 methyl-alpha-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 86883-41-2 2,3,5-tri-O-benzyl-α-D-ribofuranosyl fluoride 
• 91110-24-6 Acetic acid (2S,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl ester 
• 935678-23-2 propargyl 2,3,5-tri-O-benzyl-β-D-ribofuranoside 

Relevant academic research and scientific papers

AuIII-halide/phenylacetylene-catalysed glycosylations using 1-o-acetylfuranoses and pyranose 1,2-orthoesters as glycosyl donors

1-O-Acetylfuranoses and pyranose 1,2-orthoesters were activated with an AuIII halide/phenylacetylene relay catalyst system, and they acted as excellent glycosyl donors. Thus, 1-O-acetyl-D-ribofuranose, 1-O-acetyl-D-lyxofuranose, and 1,2-orthoesters selectively gave the corresponding 1,2-trans glycosides, whereas 1-O-acetyl-D-arabinofuranose and 1-O-acetyl-D-xylofuranose both gave mixtures of 1,2-trans and 1,2-cis glycosides, with the 1,2-trans glycosides predominating. A new glycosylation method has been developed for 1-O-acetylfuranoses and pyranose 1,2-orthoesters, using AuIII halides and phenylacetylene as relay catalyst systems. Good anomeric selectivity was observed for 1-O-acetylfuranoses, and excellent selectivity was observed for pyranose 1,2-orthoesters. The corresponding glycosides were formed in moderate to good yields.

Propargyl/methyl furanosides as potential glycosyl donors

Transfuranosylations are not well studied though many similar studies exist for transpyranosylation; herein, we report that propargyl/methyl d-ribf- and d-lyxf- give only 1,2-trans glycosides whereas d-araf- and d-xylf- result in a mixture of 1,2-trans an

Tandem catalysis strategy for direct glycosylation of 1-hydroxy sugars. Methoxyacetic acid as an effective catalytic mediator

1-Hydroxy sugars were dehydratively coupled with a variety of alcohols including thiophenol in the presence of a catalytic amount of ytterbium(III) triflate [Yb(OTf)3] and methoxyacetic acid to give the corresponding glycosides in good to excel

Dehydrative glycosylation of tri-O-benzylated 1-hydroxyribofuranose catalyzed by a copper(II) complex

A phosphine/Cu(II) complex catalyzes the dehydrative glycosylation of tri-O-benzylated 1-hydroxyribofuranose to give the ribofuranoside with high stereoselectivity.

Perchloric acid in 1,4-dioxane and perfluorooctanesulfonic acid as practical catalysts for the stereoselective glycosylation of 1-O- acetylglycosides

A perchloric acid solution in 1,4-dioxane and perfluorooctanesulfonic acid was found to be practical catalysts for the stereoselective glycosylation of 1-O-acetylglycosides. Either the α- or β-anomer of the disaccharide, methyl 2,3,4-tri-O-benzyl-6-O-(2,3,5-tri-O-benzyl-D- ribofuranosyl)-α-D-glucopyranoside, was synthesized with complete stereoselectivities simply by changing the solvent. Epimerization of the kinetic product can effectively be suppressed in ether by the excess use of the polyoxygenated substrates.

Trityl salt catalyzed stereoselective glycosylation of alcohols with 1-hydroxyribofuranose

In the presence of a catalytic amount of several trityl salts, 2,3,5-tri-O-benzyl-D-ribofuranose smoothly reacted with alcohols to give various β-ribofuranosides in high yields with high stereoselectivity while reversed stereoselectivity was observed in t

Stereoselective syntheses of α-D- and β-D-ribofuranosides catalyzed by the combined use of silver salts and their partners

α-D-Ribofuranosides are stereoselectively synthesized in high yields from 2,3,5-tri-O-benzyl-1-O-iodoacetyl-D-ribofuranose (1) and trimethylsilylated nucleophiles by the use of silver salts in the coexistence of 3 molar amounts of lithium perchlorate, whi

An efficient glycosylation reaction of 1-hydroxy sugars with various nucleophiles using a catalytic amount of activator and hexamethyldisiloxane

In the presence of hexamethyldisiloxane and anhydrous calcium sulfate, a catalytic amount of activator such as tin(II) trifluoromethanesulfonate, ytterbium trifluoromethanesulfonate, lanthanum trifluoromethanesulfonate or tin(II) chloride smoothly promote

Tin(II) Chloride Catalyzed Synthesis of Ribofuranosides

Catalytic synthesis of several D-ribofuranosides from 2,3,5-tri-O-benzyl-1-O-iodoacetyl-D-ribofuranose and trimethylsilylated nucleophiles such as 3β-cholestanyl trimethylsilyl ether and phenyl trimethylsilyl sulfide is efficiently promoted by tin(II) chl

Catalytic Stereoselective Synthesis of α- or β-Ribofuranosides by Combined Use of Silver Salts and Lithium Perchlorate or Diphenyltin Sulfide

Catalytic stereoselective synthesis of 1,2-cis- or 1,2-trans-ribofuranosides from 1-O-iodoacetylribofuranose and alkyl trimethylsilyl ethers is efficiently promoted by combined use of silver salts and lithium perchlorate or diphenyltin sulfide (Ph2Sn=S) u