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CAS 186540-03-4

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Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-benzyl-α-D-mannopyranoside

Description:
Methyl-6-O-(tert.-butyldiphenylsilyl)-2,3,4-tri-O-benzyl-α-D-mannopyranoside is a complex glycoside derivative of mannose, characterized by multiple protective groups that enhance its stability and reactivity in synthetic applications. The presence of the tert-butyldiphenylsilyl group provides significant steric hindrance, which can influence the reactivity of the hydroxyl groups, making it useful in organic synthesis, particularly in glycosylation reactions. The benzyl groups serve as protecting groups for the hydroxyl functionalities at positions 2, 3, and 4, allowing for selective reactions at the remaining functional sites. This compound is typically used in carbohydrate chemistry for the synthesis of more complex oligosaccharides or glycosides. Its structure contributes to its solubility in organic solvents, while the presence of the methyl group at the anomeric position aids in stabilizing the glycosidic bond. Overall, this compound exemplifies the strategic use of protective groups in carbohydrate chemistry to facilitate selective transformations and enhance synthetic accessibility.
Formula:C44H50O6Si
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