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CAS 31873-37-7

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Methyl 2,3,6-Tri-O-acetyl-α-D-glucopyranoside

Description:
Methyl 2,3,6-Tri-O-acetyl-α-D-glucopyranoside is a derivative of glucose, specifically an acetylated form of methyl glucopyranoside. This compound features three acetyl groups attached to the hydroxyl groups at positions 2, 3, and 6 of the glucopyranose ring, which enhances its lipophilicity and stability compared to unmodified sugars. It is typically a white to off-white crystalline solid, soluble in organic solvents such as chloroform and methanol, but less soluble in water due to the presence of acetyl groups. The acetylation modifies the reactivity of the hydroxyl groups, making it useful in organic synthesis and carbohydrate chemistry. This compound can serve as a protecting group in glycosylation reactions, facilitating the formation of glycosidic bonds. Its applications extend to the synthesis of more complex carbohydrates and glycosides, as well as in the study of carbohydrate interactions in biological systems. As with many acetylated sugars, it may exhibit specific biological activities, although detailed studies would be necessary to elucidate these properties.
Formula:C13H20O9
Synonyms:
  • Methyl 2,3,6-tri-O-acetyl-β-D-glucopyranoside
  • Methyl 2,3,6-Tri-O-acetyl-α-D-glucopyranoside
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