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CAS 24404-53-3

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phenyl 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-galactopyranoside

Description:
Phenyl 2,3,4,6-tetra-O-acetyl-1-thio-beta-D-galactopyranoside is a thio-glycoside derivative of galactose, characterized by the presence of a phenyl group and multiple acetyl groups attached to the sugar moiety. This compound features a thioether linkage, which enhances its reactivity compared to typical glycosides. The acetyl groups serve to protect the hydroxyl functionalities, making the compound more stable and facilitating its use in synthetic applications. 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 its hydrophobic phenyl group and acetyl substituents. The compound is often utilized in carbohydrate chemistry for the synthesis of more complex glycosides or as a building block in the preparation of glycoproteins and other biologically relevant molecules. Its reactivity can be exploited in various chemical reactions, including glycosylation and deacetylation processes, making it a valuable intermediate in organic synthesis.
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/t16-,17+,18+,19-,20+/m1/s1
Synonyms:
  • Phenyl 2,3,4,6-Tetra-O-acetyl-1-thio-β-D-galactopyranoside
  • β-D-galactopyranoside, phenyl 1-thio-, tetraacetate
  • [(2R,3S,4S,5R,6S)-3,4,5-triacetyloxy-6-phenylsulfanyloxan-2-yl]methyl acetate
  • PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GALACTOPYRANOSIDE USP/EP/BP
  • PHENYL 2,3,4,6-TETRA-O-ACETYL-1-THIO-BETA-D-GALACTOPYRANOSIDE
  • Phenyl2,3,4,6-Tetra-O-acetyl-1-thio-β-D-galactopyranoside&gt
  • (2R,3S,4S,5R,6S)-2-(Acetoxymethyl)-6-(phenylthio)tetrahydro-2H-pyran-3,4,5-triyl triacetate
  • .beta.-D-Galactopyranoside, phenyl 1-thio-, tetraacetate
  • Phenyl 2,3,4,6-tetra-O-acetyl-β-D-thiogalactopyranoside
  • Phenyl2,3,4,6-tetra-O-acetyl-b-D-thiogalactopyranoside
  • See more synonyms
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