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CAS 89615-45-2

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

Description:
2,3,5-Tri-O-benzyl-D-ribofuranose is a synthetic derivative of ribose, a naturally occurring sugar that plays a crucial role in biochemistry, particularly in the structure of RNA. This compound features three benzyl groups attached to the hydroxyl positions at the 2, 3, and 5 carbon atoms of the ribofuranose ring, enhancing its lipophilicity and stability compared to the parent sugar. The presence of these benzyl groups can also influence its reactivity and solubility in organic solvents. Typically, this compound is utilized in organic synthesis and carbohydrate chemistry, serving as a glycosyl donor or intermediate in the preparation of more complex glycosides and nucleosides. Its structural characteristics contribute to its potential applications in medicinal chemistry and the development of antiviral agents. Additionally, the compound's stability and reactivity can be affected by the conditions under which it is handled, including temperature and the presence of catalysts or solvents. Overall, 2,3,5-tri-O-benzyl-D-ribofuranose is a valuable compound in the field of carbohydrate chemistry.
Formula:C26H28O5
InChI:InChI=1/C26H28O5/c27-26-25(30-18-22-14-8-3-9-15-22)24(29-17-21-12-6-2-7-13-21)23(31-26)19-28-16-20-10-4-1-5-11-20/h1-15,23-27H,16-19H2/t23-,24-,25-,26?/m1/s1
SMILES:c1ccc(cc1)COC[C@@H]1[C@H]([C@H](C(O)O1)OCc1ccccc1)OCc1ccccc1
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