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CS-W001157 4
Total: USD 88.00

5-(Hydroxymethyl)oxazolidin-2-one

  • CAS No. 7517-99-9

  • Cat. No. CS-0113076
  • Purity≥97%
  • MDL No.MFCD05721226

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

5-(Hydroxymethyl)oxazolidin-2-one|CS-0113076

Structure of 7517-99-9

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General Information

  • CAS No. 7517-99-9
  • Cat. No. CS-0113076
  • Purity ≥97%
  • MDL No. MFCD05721226
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₇NO₃
  • Molecular Weight 117.10
  • Synonym(s) 5-(hydroxymethyl)-2-Oxazolidinone
  • SMILES O=C1OC(CO)CN1

Description

5-(Hydroxymethyl)oxazolidin-2-one is a bench-stable, moisture-tolerant heterocyclic scaffold featuring a pendant hydroxymethyl group. This functionalized oxazolidinone integrates readily into synthetic sequences, enabling direct derivatization at the hydroxyl moiety. Its rigid cyclic structure enhances stereochemical control in asymmetric synthesis and supports efficient incorporation into complex molecular architectures.

Application

5-(Hydroxymethyl)oxazolidin-2-one serves as a versatile synthon in medicinal chemistry, enabling efficient access to bioactive heterocycles through its bifunctional reactivity. The hydroxymethyl group facilitates direct derivatization or oxidation to carboxylic acid, while the oxazolidinone core provides excellent stability and orthogonal functionality for peptide and nucleoside synthesis. Its bench-stable nature and compatibility with standard coupling protocols make it a practical building block for API development.

Synthesis

  • Route1
    • (S)-Benzyl 2-oxooxazolidine-5-carboxylate|CS-0530033
      112663-80-6
    • ~73%
    • In-stock
      5-(Hydroxymethyl)oxazolidin-2-one|CS-0113076
      7517-99-9

    References

    • Danielmeier, Karsten; Steckhan, Eberhard Tetrahedron: Asymmetry, 1995 , vol. 6, # 5 p. 1181 - 1190
  • Route2
    • null|null
      330555-60-7
    • ~88%
    • In-stock
      5-(Hydroxymethyl)oxazolidin-2-one|CS-0113076
      7517-99-9

    References

    • Kamal, Ahmed; Khanna, G.B. Ramesh; Krishnaji; Ramu Tetrahedron Asymmetry, 2006 , vol. 17, # 8 p. 1281 - 1289
  • Route3
    • null|null
      113420-80-7
    • ~95%
    • In-stock
      5-(Hydroxymethyl)oxazolidin-2-one|CS-0113076
      7517-99-9

    References

    • Sato, Toshio; Mizutani, Toshihiro; Okumura, Yoshiyuki; Fujisawa, Tamotsu Tetrahedron Letters, 1989 , vol. 30, # 28 p. 3701 - 3702

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   58.56
  • LogP   -0.9129
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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