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CS-W001157 4
Total: USD 88.00

D-(+)-Glucono-1,5-lactone

  • CAS No. 90-80-2

  • Cat. No. CS-M3768
  • Purity≥98%
  • MDL No.MFCD00006647

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

D-(+)-Glucono-1,5-lactone|CS-M3768

Structure of 90-80-2

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General Information

  • CAS No. 90-80-2
  • Cat. No. CS-M3768
  • Purity ≥98%
  • MDL No. MFCD00006647
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₆
  • Molecular Weight 178.14
  • Synonym(s) Gluconic acid lactone
  • SMILES O=C1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1

Description

(S)-(+)-Mandelic acid can be used as a starting material to synthesize (S)-cyclohexenyl phenyl glycoxilic acid, an optically active tertiary -hydroxy acid component of (S)-oxybutynin.

Application

D-(+)-Glucono-1,5-lactone serves as a stable, bench-ready precursor for D-gluconic acid and is widely employed in carbohydrate chemistry for regioselective functionalization and glycosylation studies. Its cyclic ester structure enables controlled hydrolysis under physiological conditions, facilitating applications in metabolic labeling, enzyme inhibition assays, and the synthesis of glucosamine derivatives. The compound exhibits excellent solubility in aqueous media and demonstrates predictable reactivity in nucleophilic addition processes.

Synthesis

  • Route1
    • null|null
      2280-44-6
    • ~84%
    • In-stock
      D-(+)-Glucono-1,5-lactone|CS-M3768
      90-80-2

    References

    • Bierenstiel, Matthias; Schlaf, Marcel European Journal of Organic Chemistry, 2004 , # 7 p. 1474 - 1481
  • Route2
    • (2R,3S,4R,5R)-2,3,4,5,6-Pentahydroxyhexanal|CS-1185051
      50-99-7
    • ~%
    • In-stock
      D-(+)-Glucono-1,5-lactone|CS-M3768
      90-80-2

    References

    • International Journal of Chemical Kinetics, , vol. 40, # 8 p. 496 - 503
  • Route3

    References

    • El Ashry; Awad; Abdel Hamid; Atta Journal of Carbohydrate Chemistry, 2007 , vol. 26, # 5-6 p. 329 - 338

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

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Computational Chemistry Data

  • TPSA   107.22
  • LogP   -3.0132
  • H_Acceptors   6
  • H_Donors   4
  • Rotatable_Bonds   1

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