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CS-W001157 4
Total: USD 88.00

3,5-Dimethylisoxazole-4-carboxaldehyde

  • CAS No. 54593-26-9

  • Cat. No. CS-W002952
  • Purity≥97%
  • MDL No.MFCD02681977

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

3,5-Dimethylisoxazole-4-carboxaldehyde|CS-W002952

Structure of 54593-26-9

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General Information

  • CAS No. 54593-26-9
  • Cat. No. CS-W002952
  • Purity ≥97%
  • MDL No. MFCD02681977
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇NO₂
  • Molecular Weight None
  • Synonym(s) 4-isoxazolecarboxaldehyde, 3,5-dimethyl-
  • SMILES CC1=NOC(C)=C1C=O

Description

3,5-Dimethylisoxazole-4-carboxaldehyde features a sterically hindered isoxazole ring bearing methyl groups at the 3 and 5 positions, enhancing stability and modulating electronic properties. The aldehyde functionality at the 4-position enables direct coupling in synthesis, facilitating access to bioactive heterocycles. This bench-stable reagent integrates readily into diverse reaction sequences requiring controlled electrophilicity.

Application

3,5-Dimethylisoxazole-4-carboxaldehyde serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted isoxazole scaffolds via coupling and functionalization reactions. Its aldehyde functionality facilitates reductive amination, Wittig olefination, and conjugate addition processes, while the dimethyl substitution enhances stability and solubility. The compound exhibits robust bench stability and compatibility with standard purification techniques, making it well-suited for medicinal chemistry campaigns and process development workflows.

Synthesis

  • Route1

    References

    • Mirzaei; Bavili-Tabrizi; Hashemi-Gohare; Zare-Neirizi; Edjlali Organic Preparations and Procedures International, 2003 , vol. 35, # 2 p. 207 - 214
  • Route2
    • null|null
      201008-69-7
    • ~78%
    • In-stock
      3,5-Dimethylisoxazole-4-carboxaldehyde|CS-W002952
      54593-26-9

    References

    • Mellor, John M.; Schofield, Stephen R.; Korn, Stewart R. Tetrahedron, 1997 , vol. 53, # 50 p. 17151 - 17162
  • Route3

    References

    • Synthetic Communications, , vol. 13, # 10 p. 817 - 822

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   43.1
  • LogP   1.10394
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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