149118-07-0

Upstream product

• 108-98-5 thiophenol 
• 148623-62-5 2,3,5-tri-O-benzyl-1-O-methoxyacetyl-β-D-ribofuranose 
• 14365-16-3 bis-(phenylthio)-dibutylstannane 
• 91110-24-6 Acetic acid (2S,3R,4R,5R)-3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl ester 
• 64363-77-5 methyl 2,3,5-tri-O-benzyl-β-D-ribofuranoside 
• 16838-89-4 2,3,5-tri-O-benzyl-D-ribofuranose 
• 4551-15-9 phenylthiotrimethylsilane 

Downstream Products

• 147103-50-2 1-(β-D-2',3',5'-tri-O-benzyl-ribosyl)thymine 
• 107961-04-6 α-1-deoxy-1-C-(phenylthio)-2,3,5-tri-O-benzyl-D-ribofuranose 

Relevant academic research and scientific papers

Catalytic O- and S-Glycosylation of 1-Hydroxy Sugars

O-Protected 1-hydroxy sugars are effectively cross-coupled with a variety of alcohols and thiols to give the corresponding glycosides by using methoxyacetic acid and ytterbium(III) trifluoromethanesulfonate as catalytic promoters.

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.

A facile transformation of benzylated methyl glycosides to thioglycosides

Phenyl thioglycosides, useful glycosyl donors, were synthesized in reaction of benzylated methyl glycosides with trimethylsilylbromide and thiophenol in the presence of zinc under mild conditions.

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

Lanthanoid(III) triflates as new glycosylation catalysts. Selective and efficient activation of 1-O-methoxyacetyl sugars

The reactions of 1-O-methoxyacetyl sugars with alcohols or thiols were effectively promoted by a catalytic amount of lanthanoid(III) triflates such as Tb(OTf)3, Ho(OTf)3, Tm(OTf)3, and Yb(OTf)3 to give the corre

Activation and synthetic applications of thiostannanes. A new method for synthesis of thio- and selenoglycosides

Exposure of thiostannane to acetyl or methyl glycosides in the presence of a catalytic amount of Bu2Sn(OTf)2 provides thioglycosides in good yields. Selenoglycosidation is achieved in a like manner by use of selenostannane.