94795-72-9

Upstream product

• 358-23-6 trifluoromethylsulfonic anhydride 
• 6022-96-4 5-O-benzoyl-α-D-xylofuranose 
• 532-20-7 D-xylofuranose 
• 98-88-4 benzoyl chloride 
• 20031-21-4 1,2-O-isopropylidene-α-D-xylose 

Downstream Products

• 91363-90-5 ((3aR,5S,6R,6aR)-6-azido-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate 
• 103597-08-6 1,2-di-O-acetyl-3-azido-3-deoxy-5-O-benzoyl-β-D-ribofuranose 
• 215176-57-1 3'-azido-2'-O-acetyl-5'-O-benzoyl-3'-deoxy-5-methyluridine 
• 215176-58-2 1-(3'-azido-3'-deoxy-β-D-ribofuranosyl)thymine 
• 1519007-46-5 3'-deoxy-3'-(4-phenyl-1,2,3-triazol-1-yl)-5-methyluridine 
• 1332508-14-1 1,2-O-isopropylidene-3-phenylsulfanyl-3-deoxy-α-D-ribofuranose 
• 1332508-12-9 1,2-O-isopropylidene-5-O-benzoyl-3-phenylsulfanyl-3-deoxy-α-D-ribofuranose 
• 1332508-20-9 C₄₂H₅₇O₆PS 
• 743449-11-8 3-amino-3-deoxy-5-O-benzoyl-D-ribofuranoside 
• 676478-14-1 methyl 3-azido-5-O-benzoyl-3-deoxy-D-ribofuranoside 
• 937181-58-3 9-(2-O-acetyl-5-O-benzoyl-3-deoxy-3,4-C-(difluoromethylene)-α-L-arabinofuranosyl)adenine 
• 937181-57-2 1,2-di-O-acetyl-5-O-benzoyl-3-deoxy-3,4-C-(difluoromethylene)-L-arabinofuranose 
• 937181-56-1 5-O-benzoyl-3-deoxy-1,2-O-isopropylidene-3,4-C-(difluoromethylene)-β-L-arabinofuranose 
• 94795-73-0 5-O-benzoyl-1,2-O-isopropylidene-3-deoxy-α-D-glycero-pent-3-enofuranose 

Relevant academic research and scientific papers

Chemoenzymatic synthesis of 3'-deoxy-3'-(4-substituted-triazol-1-YL)-5- methyluridine

An efficient protocol has been developed for the synthesis of a small library of 3'-deoxy-3'- (4-substituted-triazol-1-yl)-5-methyluridine using Cu(I)-catalyzed Huisgen-Sharpless-Meldal 1,3- dipolar cycloaddition reaction of 3'-azido-3'-deoxy-5-methyluridine with different alkynes under optimized condition in an overall yields of 76%-92%. Here, the azido precursor compound, i.e., 3'-azido-3'-deoxy-5-methyluridine was chemoenzymatically synthesized from D-xylose in good yield. Some of the alkynes used in cycloaddition reaction were synthesized by the reaction of hydroxycoumarins or naphthols with propargyl bromide in acetone using K2CO3 in excellent yields. All synthesized compounds were unambiguously identified on the basis of their spectral (IR, 1H-, 13C NMR spectra, and high-resolution mass spectra) data analysis.

A modular furanoside thioether-phosphite/phosphinite/ phosphine ligand library for asymmetric iridium-catalyzed hydrogenation of minimally functionalized olefins: Scope and limitations

A highly modular furanoside thioether-phosphite/phosphinite/phosphine ligand library has been synthesized for the iridium-catalyzed asymmetric hydrogenation of minimally functionalized olefins. These ligands can be prepared efficiently from easily accessible D-(+)-xylose. We found that their effectiveness at transferring the chiral information in the product can be tuned by correctly choosing the ligand components. Enantioselectivities were therefore excellent (ees up to 99%) in a wide range of E- and Z-trisubstituted alkenes using 5-deoxyribofuranoside thioether-phosphite ligands. It should be pointed out that these catalysts are also very tolerant to the presence of a neighbouring polar group. For 1,1-disubstituted substrates, both enantiomers of the hydrogenation product can be obtained in high enantioselectivities simply by changing the configuration of the biaryl phosphite moiety. The asymmetric hydrogenation was also performed using propylene carbonate as solvent, which allowed the iridium catalysts to be reused while maintaining the excellent enantioselectivities. Copyright

Thioether-phosphite: New ligands for the highly enantioselective Ir-catalyzed hydrogenation of minimally functionalized olefins

We have described the first successful application of non-N-donor heterodonor ligands - thioether-phosphite ligands - in the Ir-catalyzed hydrogenation of minimally functionalized olefins. Excellent enantioselectivities (ee's up to 99%) have been obtained for a range of substrates, including challenging terminal disubstituted substrates, under standard conditions.

Methyl 5-O-benzoyl-2,3-oxazole-D-ribofuranoside: A useful intermediate for the synthesis of conformationally restrained nucleosides

The synthesis of methyl 5-O-benzoyl-2,3-oxazole-D-ribofuranoside, a tetrahydrofuro [3,4-d]oxazole is described. The key step involves the reaction of methyl 3-amino-3-deoxy-5-O-benzoyl-D-ribofuranoside with N,N-dimethylformamide dimethyl acetal with cyclisation to the 2,3-oxazole via a prototropic rearrangement-elimination reaction.

STRUCTURE AND TOTAL SYNTHESIS OF CHRYSCANDIN, A NEW ANTIFUNGAL ANTIBIOTIC

The structure elucidation and total synthesis of chryscandin (1), a new antifungal antibiotic produced by Chrysosporium pannorum No.4629, is reported.