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CAS 13350-45-3

:

methyl 2,3,4,6-tetra-O-acetyl-B-D-*thioglucopyran

Description:
Methyl 2,3,4,6-tetra-O-acetyl-β-D-thioglucopyran is a derivative of thioglucose, characterized by the presence of four acetyl groups attached to the hydroxyl positions of the glucose moiety. This compound features a thiol group (-SH) in place of the typical hydroxyl group found in glucose, which imparts unique reactivity and properties. The acetylation enhances its lipophilicity and stability, making it more soluble in organic solvents. It is typically used in organic synthesis and carbohydrate chemistry, particularly in the preparation of glycosides and other carbohydrate derivatives. The presence of the thiol group can also facilitate various chemical reactions, including nucleophilic substitutions. This compound is generally stable under standard laboratory conditions but should be handled with care due to the potential reactivity of the thiol group. Its applications may extend to medicinal chemistry, where modifications of carbohydrate structures are explored for therapeutic purposes.
Formula:C15H22O9S
InChI:InChI=1/C15H22O9S/c1-7(16)20-6-11-12(21-8(2)17)13(22-9(3)18)14(23-10(4)19)15(24-11)25-5/h11-15H,6H2,1-5H3/t11-,12-,13+,14-,15+/m1/s1
Synonyms:
  • methyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranoside
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