801316-36-9

Upstream product

• 57099-04-4 3-O-benzyl-1,2-O-isopropylidene-α-D-allofuranose 
• 98-88-4 benzoyl chloride 
• 22331-21-1 1,2:5,6-di-O-isopropylidene-3-O-benzyl-α-D-allofuranose 
• 100-39-0 benzyl bromide 
• 2595-05-3 Diacetone D-glucose 

Downstream Products

• 801316-51-8 C₂₇H₂₄O₈ 
• 1610605-67-8 (R)-1-((2R,3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-methoxytetrahydrofuran-2-yl)ethane-1,2-diyl dibenzoate 
• 1608456-09-2 (R)-1-((2R,3R,4R,5S)-3-(benzyloxy)-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2-yl)ethane-1,2-diyl dibenzoate 
• 1608456-10-5 (R)-1-((2R,3R,4R,5S)-3-(benzyloxy)-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2-yl)ethane-1,2-diol 
• 1608456-11-6 (2S,3R,4R,5S)-3-(benzyloxy)-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2-carbaldehyde 
• 1608456-12-7 ((3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2,2-diyl)dimethanol 
• 1608456-13-8 ((3S,4R,5S)-3-(benzyloxy)-4-hydroxy-5-methoxy-4-methyltetrahydrofuran-2,2-diyl)bis(methylene)dimethanesulfonate 
• 1610605-68-9 (2R,3R,4R)-4-(benzyloxy)-3-methyl-5,5-bis(((methylsulfonyl)oxy)methyl)tetrahydrofuran-2,3-diyldiacetate 
• 1608456-16-1 ((1R,3R,4R,7R)-3-(2-amino-6-oxo-1H-purin-9(6H)-yl)-7-(benzyloxy)-4-methyl-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methyl methanesulfonate 
• 1608456-17-2 ((1R,3R,4R,7R)-3-(2-amino-6-oxo-1H-purin-9(6H)-yl)-7-(benzyloxy)-4-methyl-2,5-dioxabicyclo[2.2.1]heptan-1-yl)methyl benzoate 
• 1608456-18-3 2-amino-9-((1S,3R,4R,7R)-7-(benzyloxy)-1-(hydroxymethyl)-4-methyl-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-1H-purin-6(9H)-one 
• 1610605-76-9 (R)-1-((2R,3S,4R,5R)-3-(benzyloxy)-4-hydroxy-5-methoxytetrahydrofuran-2-yl)ethane-1,2-diyl dibenzoate 

Relevant academic research and scientific papers

Synthesis of 2′-O,4′-C-alkylene-bridged ribonucleosides and their evaluation as inhibitors of HCV NS5B polymerase

The synthesis of 2′-O,4′-C-methylene-bridged bicyclic guanine ribonucleosides bearing 2′-C-methyl or 5′-C-methyl modifications is described. Key to the successful installation of the methyl functionality in both cases was the use of a one-pot oxidation-Grignard procedure to avoid formation of the respective unreactive hydrates prior to alkylation. The 2′-C-methyl- and 5′-C-methyl-modified bicyclic guanosines were evaluated, along with the known uracil-, cytosine-, adenine-, guanine-LNA and guanine-ENA nucleosides, as potential antiviral agents and found to be inactive in the hepatitis C virus (HCV) cell-based replicon assay. Examination of the corresponding nucleoside triphosphates, however, against the purified HCV NS5B polymerase indicated that LNA-G and 2′-C-methyl-LNA-G are potent inhibitors of both 1b wild type and S282T mutant enzymes in vitro. Activity was further demonstrated for the LNA-G-triphosphate against HCV NS5B polymerase genotypes 1a, 2a, 3a and 4a. A phosphorylation by-pass prodrug strategy may be required to promote anti-HCV activity in the replicon assay.

Preparation of C-3,5-acyl furanoses via highly selective intramolecular acyl migration

A practical synthesis of C-3,5-acyl furanose via a base-catalyzed, highly selective intramolecular acyl migration in alcohol solvents is reported.