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CS-W001157 4
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1,2,3,4-Tetra-O-acetyl-β-D-xylopyranose

  • CAS No. 4049-33-6

  • Cat. No. CS-0098203
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

1,2,3,4-Tetra-O-acetyl-β-D-xylopyranose|CS-0098203

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General Information

  • CAS No. 4049-33-6
  • Cat. No. CS-0098203
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈O₉
  • Molecular Weight 318.28
  • Synonym(s) 1,2,3,4-Tetra-O-acetyl-beta-D-xylopyranose
  • SMILES O=C(O[C@H]1[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)CO1)C

Description

This tetra-O-acetyl-β-D-xylopyranose features a fully acetylated pyranose ring, providing enhanced solubility and stability in organic media. The β-anomeric configuration ensures predictable stereochemical outcomes in glycosylation reactions. This derivative serves as a robust building block for synthesizing complex oligosaccharides and glycoconjugates under standard conditions.

Application

1,2,3,4-Tetra-O-acetyl-β-D-xylopyranose serves as a stable, bench-ready glycosyl donor for stereoselective glycosylation reactions. Its acetylated hydroxyl groups provide excellent functional group tolerance and facilitate clean activation under standard conditions. The β-configured anomeric center enables reliable formation of β-glycosidic linkages in oligosaccharide synthesis, making it a practical building block for carbohydrate chemistry and glycomimetic scaffold construction.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   114.43
  • LogP   -0.2991
  • H_Acceptors   9
  • H_Donors   0
  • Rotatable_Bonds   4

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