Date published: 2025-9-25

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2,3,5-Tri-O-benzyl-D-ribofuranose (CAS 89615-45-2)

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Alternate Names:
2,3,5-Tri-O-benzyl-D-ribofuranose
CAS Number:
89615-45-2
Molecular Weight:
420.50
Molecular Formula:
C26H28O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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2,3,5-Tri-O-benzyl-D-ribofuranose is a chemical compound extensively utilized in carbohydrate chemistry research, particularly in the synthesis of modified nucleosides and nucleotides. Its primary mechanism of action lies in its ability to serve as a key building block for the construction of nucleoside analogs, where the ribose moiety plays a crucial role in maintaining structural similarity to natural nucleosides while imparting altered properties. This compound has been employed in the development of nucleoside-based targets, including antiviral and anticancer agents, by introducing modifications to the sugar backbone to enhance bioavailability, pharmacokinetics, and target specificity. Furthermore, 2,3,5-Tri-O-benzyl-D-ribofuranose has been instrumental in the synthesis of modified nucleic acid probes for various research applications, such as gene expression analysis, RNA interference studies, and nucleic acid-based biosensors. Its versatility in nucleoside chemistry has also facilitated the exploration of structure-activity relationships and the design of novel nucleoside analogs with improved biological activity and selectivity. Overall, this compound serves as a valuable tool for advancing our understanding of nucleic acid biochemistry and for the development of nucleoside-based research tools.


2,3,5-Tri-O-benzyl-D-ribofuranose (CAS 89615-45-2) References

  1. Site-specific labeling of RNA by combining genetic alphabet expansion transcription and copper-free click chemistry.  |  Someya, T., et al. 2015. Nucleic Acids Res. 43: 6665-76. PMID: 26130718
  2. Mild Cu(OTf)2-Mediated C-Glycosylation with Chelation-Assisted Picolinate as a Leaving Group.  |  Ye, W., et al. 2020. J Org Chem. 85: 16218-16225. PMID: 32691596
  3. Stereoselective Synthesis of Ribofuranoid exo-Glycals by One-Pot Julia Olefination Using Ribofuranosyl Sulfones.  |  Oka, N., et al. 2021. J Org Chem. 86: 657-673. PMID: 33225690
  4. Syntheses with partially benzylated sugars. XI. Studies on the synthesis of the anomeric 5,6-dimethyl-1-D-ribofuranosylbenzimidazoles (ribazoles). Comparison of the condensation of 2,3,5-tri-O)-benzoyl-D-ribofuranosyl bromide and 2,3,5-tri-O-benzyl-D-ribofuranosyl chloride with 5,6-dimethylbenzimidazole.  |  Stevens, JD., et al. 1968. J Org Chem. 33: 1806-10. PMID: 5655928

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

2,3,5-Tri-O-benzyl-D-ribofuranose, 500 mg

sc-220786
500 mg
$360.00