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CAS 65827-57-8

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1,2,6-tri-O-acetyl-3,4-di-O-benzylhexopyranose

Description:
1,2,6-Tri-O-acetyl-3,4-di-O-benzylhexopyranose is a complex carbohydrate derivative characterized by the presence of multiple acetyl and benzyl groups attached to a hexopyranose sugar backbone. This compound features three acetyl groups at the 1, 2, and 6 positions, which enhance its solubility and stability, while the benzyl groups at the 3 and 4 positions provide additional steric bulk and hydrophobic character. The presence of these substituents can influence the compound's reactivity, making it useful in various synthetic applications, particularly in glycosylation reactions. The acetyl groups can be hydrolyzed under basic or enzymatic conditions, allowing for the regeneration of hydroxyl groups, which can further participate in chemical transformations. Additionally, the compound's structure suggests potential applications in medicinal chemistry and carbohydrate chemistry, where it may serve as an intermediate in the synthesis of more complex glycosides or as a protective group in carbohydrate synthesis. Its CAS number, 65827-57-8, allows for easy identification in chemical databases and literature.
Formula:C26H30O9
InChI:InChI=1/C26H30O9/c1-17(27)30-16-22-23(31-14-20-10-6-4-7-11-20)24(32-15-21-12-8-5-9-13-21)25(33-18(2)28)26(35-22)34-19(3)29/h4-13,22-26H,14-16H2,1-3H3
SMILES:CC(=O)OCC1C(C(C(C(OC(=O)C)O1)OC(=O)C)OCc1ccccc1)OCc1ccccc1
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