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CAS 19879-84-6

:

Tetra-O-acetyl-1-thio-β-D-glucopyranose

Description:
Tetra-O-acetyl-1-thio-β-D-glucopyranose is a thio derivative of glucose, characterized by the presence of a thio group (-S-) at the anomeric carbon (C1) and four acetyl groups attached to the hydroxyl groups of the glucose molecule. This compound is typically a white to off-white crystalline solid, soluble in organic solvents such as chloroform and acetone, but less soluble in water due to its acetylation. The acetyl groups enhance the lipophilicity of the molecule, making it useful in various chemical reactions and applications, particularly in carbohydrate chemistry and synthesis. The thio group can participate in nucleophilic substitution reactions, making this compound valuable in the synthesis of glycosides and other derivatives. Its structure allows for the study of glycosidic bond formation and the reactivity of thio sugars in biological systems. As a derivative of glucose, it retains some of the biological properties of carbohydrates, which can be exploited in medicinal chemistry and biochemistry.
Formula:C14H20O9S
InChI:InChI=1S/C14H20O9S/c1-6(15)19-5-10-11(20-7(2)16)12(21-8(3)17)13(14(24)23-10)22-9(4)18/h10-14,24H,5H2,1-4H3/t10-,11-,12+,13-,14+/m1/s1
InChI key:InChIKey=SFOZKJGZNOBSHF-RGDJUOJXSA-N
SMILES:O(C(C)=O)[C@H]1[C@H](OC(C)=O)[C@@H](COC(C)=O)O[C@@H](S)[C@@H]1OC(C)=O
Synonyms:
  • 1-Thio-beta-D-glucose 2,3,4,6-tetraacetate
  • 1-Thio-β-<span class="text-smallcaps">D</span>-glucopyranose tetraacetate
  • 1-Thio-β-<span class="text-smallcaps">D</span>-glucose tetraacetate
  • 2,3,4,6-Tetra-O-acetyl-1-thio-β-<span class="text-smallcaps">D</span>-glucopyranose
  • 2,3,4,6-Tetra-O-acetyl-1-thio-β-<span class="text-smallcaps">D</span>-glucopyranoside
  • 2,3,4,6-Tetra-O-acetyl-1-thio-β-<span class="text-smallcaps">D</span>-glucose
  • 2,3,4,6-Tetra-O-acetyl-1-thio-β-<span class="text-smallcaps">D</span>-glycopyranose
  • 2,3,4,6-Tetra-O-acetyl-β-<span class="text-smallcaps">D</span>-1-thioglucopyranoside
  • 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-glucopyranose
  • 2,3,4,6-tetra-O-acetyl-1-thiohexopyranose
  • See more synonyms
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