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α-D-Glucose pentaacetate

  • CAS No. 604-68-2

  • Cat. No. CS-0102962
  • Purity≥98%
  • MDL No.MFCD00064071

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

α-D-Glucose pentaacetate|CS-0102962

Structure of 604-68-2

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General Information

  • CAS No. 604-68-2
  • Cat. No. CS-0102962
  • Purity ≥98%
  • MDL No. MFCD00064071
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₂O₁₁
  • Molecular Weight 390.34
  • Synonym(s) Penta-O-acetyl-α-D-glucopyranose
  • SMILES CC(O[C@@H]1[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)=O

Description

α-D-Glucose pentaacetate serves as a stable, bench-ready glycosyl donor for glycosylation reactions. The fully acetylated anomeric center enables selective activation under mild conditions, while the protected hydroxyl groups enhance solubility in organic solvents and minimize side reactivity. This derivative facilitates efficient C-glycoside and O-glycoside synthesis in complex carbohydrate assembly.

Synthesis

  • Route1
    • null|null
      2280-44-6
    • null|null
      108-24-7
    • ~16%
    • In-stock
      β-D-Glucose pentaacetate|CS-0040474
      604-69-3
    • In-stock
      α-D-Glucose pentaacetate|CS-0102962
      604-68-2

    References

    • Journal of Carbohydrate Chemistry, , vol. 16, # 3 p. 327 - 342
  • Route2

    References

    • EP1544207 A1, ; Page/Page column 10 ;
  • Route3
    • null|null
      2280-44-6
    • null|null
      108-24-7
    • ~97%
    • In-stock
      α-D-Glucose pentaacetate|CS-0102962
      604-68-2

    References

    • Kartha, K. P. Ravindranathan; Field, Robert A. Tetrahedron, 1997 , vol. 53, # 34 p. 11753 - 11766

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   140.73
  • LogP   -0.3674
  • H_Acceptors   11
  • H_Donors   0
  • Rotatable_Bonds   6

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