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CS-W001157 4
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5-(Hydroxymethyl)isoxazole

  • CAS No. 98019-60-4

  • Cat. No. CS-D0212
  • Purity≥95%
  • MDL No.MFCD06738883

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

5-(Hydroxymethyl)isoxazole|CS-D0212

Structure of 98019-60-4

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General Information

  • CAS No. 98019-60-4
  • Cat. No. CS-D0212
  • Purity ≥95%
  • MDL No. MFCD06738883
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅NO₂
  • Molecular Weight 99.09
  • Synonym(s) Isoxazol-5-ylmethanol
  • SMILES OCC1=CC=NO1

Description

5-(Hydroxymethyl)isoxazole is a bench-stable heterocyclic scaffold featuring a reactive hydroxymethyl group positioned at the 5-position of the isoxazole ring. This functionality enables direct conjugation or derivatization in synthetic workflows, offering a reliable handle for bioconjugation and molecular probe design. The compound combines moderate solubility with predictable reactivity, facilitating integration into diverse chemical architectures.

Application

5-(Hydroxymethyl)isoxazole serves as a versatile building block for heterocyclic synthesis, enabling efficient access to bioactive scaffolds through functional group interconversion. The hydroxymethyl group facilitates oxidation to carboxylic acid, reduction to alcohol, or substitution reactions, while the isoxazole ring exhibits favorable stability and compatibility with diverse reaction conditions. Its bench-stable nature and predictable reactivity make it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • F. HOFFMANN-LA ROCHE AG; CHEN, Shaoqing; DE VICENTE FIDALGO, Javier; HAMILTON, Matthew Michael; HERMANN, Johannes Cornelius; KENNEDY-SMITH, Joshua; LI, Hongju; LOVEY, Allen John; LUCAS, Matthew C.; LUK, Kin-Chun Thomas; LYNCH, Stephen M.; O'YANG, Counde; PADILLA, Fernando; SCHOENFELD, Ryan Craig; SIDDURI, Achyutharao; SOTH, Michael; WANG, Ce; WOVKULICH, Peter Michael; ZHANG, Xiaohu Patent: WO2013/30138 A1, 2013 ; Location in patent: Page/Page column 153; 15415 ;
  • Route2

    References

    • European Journal of Medicinal Chemistry, , vol. 30, # 11 p. 839 - 850
  • Route3
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      15736-98-8
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      107-19-7
    • ~%
    • In-stock
      5-(Hydroxymethyl)isoxazole|CS-D0212
      98019-60-4

    References

    • Tetrahedron, , vol. 23, p. 4697 - 4707

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   46.26
  • LogP   0.1669
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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