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CS-W001157 4
Total: USD 88.00

Diacetone-β-D-fructose

  • CAS No. 20880-92-6

  • Cat. No. CS-W012508
  • Purity≥98%
  • MDL No.MFCD00022183

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

Diacetone-β-D-fructose|CS-W012508

Structure of 20880-92-6

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General Information

  • CAS No. 20880-92-6
  • Cat. No. CS-W012508
  • Purity ≥98%
  • MDL No. MFCD00022183
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₀O₆
  • Molecular Weight 260.28
  • Synonym(s) 2,3:4,5-Di-O-isopropylidene-β-D-fructopyranose
  • SMILES OC[C@]12[C@](OC(C)(O2)C)([H])[C@@]3([H])[C@@](OC(C)(O3)C)([H])CO1

Description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standardsThese Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Application

Diacetone-β-D-fructose serves as a stable, bench-ready synthon for the construction of pyranose and furanose ring systems. Its acetonediol functionality enables reliable protection of vicinal diols and facilitates regioselective glycosylation reactions. The molecule functions effectively in carbohydrate-based scaffold assembly, offering enhanced solubility and reduced hydrolytic sensitivity compared to native fructose.

Synthesis

  • Route1
    • In-stock
      Fructose|CS-8113
      7660-25-5
    • null|null
      67-64-1
    • ~89%
    • In-stock
      Diacetone-β-D-fructose|CS-W012508
      20880-92-6

    References

    • Pedatella, Silvana; Guaragna, Annalisa; D'Alonzo, Daniele; De Nisco, Mauro; Palumbo, Giovanni Synthesis, 2006 , # 2 art. no. Z14005SS, p. 305 - 308
  • Route2

    References

    • Martin, Olivier R.; Korppi-Tommola, Sirkka-Liisa; Szarek, Walter A. Canadian Journal of Chemistry, 1982 , vol. 60, p. 1857 - 1862
  • Route3

    References

    • Sutili, Felipe K.; Ruela, Halliny S.; Leite, Selma G.F.; Miranda, Leandro S. De M.; Leal, Ivana C.R.; De Souza, Rodrigo O.M.A. Journal of Molecular Catalysis B: Enzymatic, 2013 , vol. 85-86, p. 37 - 42

Safety Information

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GHS Pictogram : N/A
GHS No : N/A
Signal Word : N/A
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

Quality Control

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Computational Chemistry Data

  • TPSA   66.38
  • LogP   0.3768
  • H_Acceptors   6
  • H_Donors   1
  • Rotatable_Bonds   1

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