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CS-W001157 4
Total: USD 88.00

Diacetone-D-glucose

  • CAS No. 582-52-5

  • Cat. No. CS-0019953
  • Purity≥95%
  • MDL No.MFCD00005544

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

Diacetone-D-glucose|CS-0019953

Structure of 582-52-5

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General Information

  • CAS No. 582-52-5
  • Cat. No. CS-0019953
  • Purity ≥95%
  • MDL No. MFCD00005544
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₀O₆
  • Molecular Weight 260.29
  • Synonym(s) D-Glucose diacetonide; 1,2:5,6-Diisopropylidene-D-glucose
  • SMILES O[C@@H]1[C@]2([H])[C@](OC(C)(O2)C)([H])O[C@]1([H])[C@@]3([H])COC(C)(O3)C

Description

Diacetone-D-glucose features a stabilized pyranose ring with two acetone-derived ketal groups, enhancing its bench stability and solubility in organic solvents. This configuration simplifies handling in synthetic workflows while preserving the reducing sugar functionality for downstream derivatization.

Synthesis

  • Route1
    • 3-O-Benzyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose|CS-0449011
      18685-18-2
    • ~90%
    • In-stock
      Diacetone-D-glucose|CS-0019953
      582-52-5

    References

    • Chandrasekhar; Shyamsunder; Chandrashekar; Narsihmulu Synlett, 2004 , # 3 p. 522 - 524
  • Route2
    • null|null
      2280-44-6
    • null|null
      77-76-9
    • ~87%
    • In-stock
      Diacetone-D-glucose|CS-0019953
      582-52-5

    References

    • Mandal, Soumik; Verma, Prashant Ranjan; Mukhopadhyay, Balaram; Gupta, Parna Carbohydrate Research, 2011 , vol. 346, # 13 p. 2007 - 2010
  • Route3
    • null|null
      2280-44-6
    • null|null
      67-64-1
    • ~97%
    • In-stock
      Diacetone-D-glucose|CS-0019953
      582-52-5

    References

    • Ono, Akira Mei; Shiina, Toko; Ono, Akira; Kainosho, Masatsune Tetrahedron Letters, 1998 , vol. 39, # 18 p. 2793 - 2796

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   66.38
  • LogP   0.3752
  • H_Acceptors   6
  • H_Donors   1
  • Rotatable_Bonds   1

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