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CAS 23661-28-1

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phenyl 2,3,4,6-tetra-O-acetyl-1-thiohexopyranoside

Description:
Phenyl 2,3,4,6-tetra-O-acetyl-1-thiohexopyranoside is a synthetic compound that belongs to the class of thio glycosides, specifically a thiohexopyranoside derivative. It features a hexopyranose sugar moiety that is fully acetylated at the hydroxyl groups, which enhances its stability and solubility in organic solvents. The presence of a phenyl group contributes to its aromatic characteristics, while the thioether linkage (sulfur atom) provides unique reactivity compared to typical glycosides. This compound is often utilized in carbohydrate chemistry for the synthesis of more complex molecules, as well as in studies involving glycosylation reactions. Its acetyl groups can be removed under specific conditions, allowing for the regeneration of the hydroxyl groups for further functionalization. The compound is typically characterized by techniques such as NMR spectroscopy, mass spectrometry, and IR spectroscopy, which help elucidate its structure and confirm its purity. Overall, phenyl 2,3,4,6-tetra-O-acetyl-1-thiohexopyranoside serves as a valuable intermediate in organic synthesis and carbohydrate chemistry.
Formula:C20H24O9S
InChI:InChI=1/C20H24O9S/c1-11(21)25-10-16-17(26-12(2)22)18(27-13(3)23)19(28-14(4)24)20(29-16)30-15-8-6-5-7-9-15/h5-9,16-20H,10H2,1-4H3
SMILES:CC(=O)OCC1C(C(C(C(O1)Sc1ccccc1)OC(=O)C)OC(=O)C)OC(=O)C
Synonyms:
  • 3,5-di(acetyloxy)-2-[(acetyloxy)methyl]-6-(phenylthio)tetrahydro-2H-pyran-4-yl acetate
  • beta-D-glucopyranoside, phenyl 1-thio-, tetraacetate
  • Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-beta-D-glucopyranoside
  • Phenyl 2,3,4,6-O-Tetraacetyl-1-thio-β-D-glucopyranoside
  • Phenyl 2,3,4,6-Tetra-
  • Phenyl2,3,4,6-tetra-O-acetyl-b-D-thioglucopyranoside
  • PHENYL-2,3,4,6-TETRA-O-ACETYL-1-THIO-SS-D-GLUCOPYRANOSIDE
  • Phenyl 2,3,4,6-Tetra-O-acetyl-beta-D-thioglucopyranoside
  • O
  • Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-β-D-glucopyranoside
  • See more synonyms
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