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CS-W001157 4
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1,2,3,4-Tetra-O-acetyl-β-D-glucopyranose, 96%

  • CAS No. 13100-46-4

  • Cat. No. CS-0098064
  • Purity≥97%
  • MDL No.MFCD00063260

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

1,2,3,4-Tetra-O-acetyl-β-D-glucopyranose, 96%|CS-0098064

Structure of 13100-46-4

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General Information

  • CAS No. 13100-46-4
  • Cat. No. CS-0098064
  • Purity ≥97%
  • MDL No. MFCD00063260
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₀O₁₀
  • Molecular Weight 348.30
  • Synonym(s) 1,2,3,4-Tetra-O-acetyl-beta-D-glucopyranose, 96%
  • SMILES CC(O[C@@H]1[C@H]([C@@H](O[C@@H]([C@H]1OC(C)=O)CO)OC(C)=O)OC(C)=O)=O

Description

1,2,3,4-Tetra-O-acetyl-β-D-glucopyranose is a bench-stable glycosyl donor featuring four acetyl protecting groups that enable selective activation in glycosylation reactions. This derivative facilitates efficient C-glycoside synthesis and serves as a key intermediate in oligosaccharide assembly, offering predictable stereocontrol under standard conditions.

Synthesis

  • Route1
    • (2S,3R,4S,5R,6R)-6-((trityloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate|CS-0468325
      37074-90-1
    • ~29%
    • (2S,3R,4S,5R,6R)-6-(acetoxymethyl)-5-hydroxytetrahydro-2H-pyran-2,3,4-triyl triacetate|CS-0535873
      27086-15-3
    • In-stock
      1,2,3,4-Tetra-O-acetyl-β-D-glucopyranose, 96%|CS-0098064
      13100-46-4

    References

    • Chemical & Pharmaceutical Bulletin, , vol. 34, p. 2341 - 2353
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 122, # 49 p. 12151 - 12157
  • Route3
    • In-stock
      β-D-Glucose pentaacetate|CS-0040474
      604-69-3
    • ~63%
    • (2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-hydroxytetrahydro-2H-pyran-3,4,5-triyl triacetate|CS-0179263
      3947-62-4
    • (2R,3R,4S,5R,6R)-2-(Acetoxymethyl)-6-hydroxytetrahydro-2H-pyran-3,4,5-triyl triacetate|CS-0179263
      3947-62-4
    • In-stock
      1,2,3,4-Tetra-O-acetyl-β-D-glucopyranose, 96%|CS-0098064
      13100-46-4

    References

    • Palomo, Jose M.; Filice, Marco; Fernandez-Lafuente, Roberto; Terreni, Marco; Guisan, Jose M. Advanced Synthesis and Catalysis, 2007 , vol. 349, # 11-12 p. 1969 - 1976

Safety Information

Download SDS
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

Quality Control

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Computational Chemistry Data

  • TPSA   134.66
  • LogP   -0.9382
  • H_Acceptors   10
  • H_Donors   1
  • Rotatable_Bonds   5

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