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CS-W001157 4
Total: USD 88.00

Oxazolidine-2,5-dione

  • CAS No. 2185-00-4

  • Cat. No. CS-W011320
  • Purity≥95%
  • MDL No.MFCD00075543

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

Oxazolidine-2,5-dione|CS-W011320

Structure of 2185-00-4

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General Information

  • CAS No. 2185-00-4
  • Cat. No. CS-W011320
  • Purity ≥95%
  • MDL No. MFCD00075543
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₃NO₃
  • Molecular Weight 101.06
  • Synonym(s) N-Carboxyglycine anhydride
  • SMILES O=C(NC1)OC1=O

Description

Oxazolidine-2,5-dione serves as a stable, electron-deficient heterocycle enabling efficient coupling in synthetic transformations. This scaffold integrates readily into peptide mimetics and bioactive molecules, offering enhanced metabolic resilience. Its rigid structure facilitates precise spatial orientation in complex architectures.

Application

Oxazolidine-2,5-dione serves as a stable, bench-ready synthon for the construction of diverse heterocyclic scaffolds and peptide mimetics. Its well-defined reactivity enables reliable cycloaddition and nucleophilic displacement reactions, facilitating efficient access to bioactive core structures. The molecule exhibits excellent functional group tolerance and ease of purification, making it a practical choice for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Akssira; Boumzebra; Kasmi; Dahdouh; Roumestant; Viallefont Tetrahedron, 1994 , vol. 50, # 30 p. 9051 - 9060
  • Route2
    • null|null
      75-44-5
    • Glycine, 99%|CS-1269057
      56-40-6
    • ~22%
    • In-stock
      Oxazolidine-2,5-dione|CS-W011320
      2185-00-4

    References

    • Grimshaw, James; Perera, Sarath D. Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1989 , p. 1711 - 1718
  • Route3

    References

    • Tetrahedron Letters, , vol. 37, # 50 p. 9043 - 9046

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   55.4
  • LogP   -0.7472
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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