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CAS 58381-23-0

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1-O-Acetyl-2,3,5-tri-O-benzyl-D-ribofuranose

Description:
1-O-Acetyl-2,3,5-tri-O-benzyl-D-ribofuranose is a carbohydrate derivative characterized by its furanose ring structure, which is a five-membered ring containing four carbon atoms and one oxygen atom. This compound features three benzyl groups attached to the hydroxyl positions at carbons 2, 3, and 5 of the ribofuranose, enhancing its hydrophobic properties and stability. The presence of an acetyl group at the anomeric carbon (C-1) contributes to its reactivity and solubility in organic solvents. This compound is typically used in organic synthesis and carbohydrate chemistry, serving as a glycosyl donor or intermediate in the preparation of more complex glycosides. Its structure allows for selective reactions, making it valuable in the synthesis of nucleosides and other biologically relevant molecules. Additionally, the benzyl protecting groups can be removed under specific conditions, allowing for further functionalization of the ribofuranose moiety. Overall, 1-O-acetyl-2,3,5-tri-O-benzyl-D-ribofuranose is an important building block in the field of synthetic organic chemistry.
Formula:C28H30O6
InChI:InChI=1/C28H30O6/c1-21(29)33-28-27(32-19-24-15-9-4-10-16-24)26(31-18-23-13-7-3-8-14-23)25(34-28)20-30-17-22-11-5-2-6-12-22/h2-16,25-28H,17-20H2,1H3/t25-,26-,27-,28?/m1/s1
InChI key:CPWPSDGLXXKBKZ-STQJPMTFSA-N
SMILES:CC(=O)OC1[C@@H]([C@@H]([C@@H](COCc2ccccc2)O1)OCc1ccccc1)OCc1ccccc1
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