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CAS 91110-24-6

:

2,3,5-Tris-O-benzyl-beta-D-ribofuranose acetate

Description:
2,3,5-Tris-O-benzyl-beta-D-ribofuranose acetate is a glycoside derivative of ribofuranose, characterized by the presence of three benzyl groups and an acetate moiety. This compound is typically a white to off-white solid, soluble in organic solvents such as dichloromethane and ethyl acetate, but less soluble in water due to its hydrophobic benzyl groups. The presence of the benzyl groups enhances its stability and lipophilicity, making it useful in various organic synthesis applications, particularly in the field of carbohydrate chemistry. The acetate group serves as a protecting group, which can be removed under specific conditions to yield the free hydroxyl groups of ribofuranose. This compound is often utilized in the synthesis of nucleosides and other carbohydrate derivatives, playing a crucial role in the development of pharmaceuticals and biochemicals. Its structure allows for selective reactions, making it a valuable intermediate in synthetic pathways. As with many organic compounds, proper handling and storage are essential to maintain its integrity and prevent degradation.
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
SMILES:CC(=O)O[C@H]1[C@@H]([C@@H]([C@@H](COCc2ccccc2)O1)OCc1ccccc1)OCc1ccccc1
Synonyms:
  • 1-O-Acetyl-2,3,5-tri-O-benzyl-beta-D-ribofuranose
  • 1-O-Acetyl-2,3,5-tri-O-benzyl-β-D-ribofuranose
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