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CAS 30361-17-2

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2,3,5-Tri-O-benzoyl-2-C-methyl-D-ribofuranose

Description:
2,3,5-Tri-O-benzoyl-2-C-methyl-D-ribofuranose is a chemical compound that belongs to the class of ribofuranosides, specifically a derivative of ribose. It features three benzoyl groups attached to the hydroxyl positions at the 2, 3, and 5 positions of the ribofuranose sugar, along with a methyl group at the 2-C position. This structure enhances its lipophilicity and stability, making it useful in various synthetic applications, particularly in carbohydrate chemistry. The presence of the benzoyl groups can also facilitate the formation of glycosidic bonds in further reactions. The compound is typically a white to off-white solid and is soluble in organic solvents such as dichloromethane and acetone, but less soluble in water due to its hydrophobic nature. Its CAS number, 30361-17-2, allows for easy identification in chemical databases. Overall, 2,3,5-Tri-O-benzoyl-2-C-methyl-D-ribofuranose is significant in the synthesis of nucleosides and other biologically relevant molecules.
Formula:C27H24O8
InChI:InChI=1/C27H24O8/c1-27(35-25(30)20-15-9-4-10-16-20)22(34-24(29)19-13-7-3-8-14-19)21(33-26(27)31)17-32-23(28)18-11-5-2-6-12-18/h2-16,21-22,26,31H,17H2,1H3/t21-,22-,26?,27-/m1/s1
SMILES:C[C@]1([C@@H]([C@@H](COC(=O)c2ccccc2)OC1O)OC(=O)c1ccccc1)OC(=O)c1ccccc1
Synonyms:
  • 2-C-Methyl-D-ribofuranose 2,3,5-tribenzoate
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