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CS-W001157 4
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Oxazole-2-carbaldehyde

  • CAS No. 65373-52-6

  • Cat. No. CS-W006539
  • Purity≥95%
  • MDL No.MFCD03412587

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

Oxazole-2-carbaldehyde|CS-W006539

Structure of 65373-52-6

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General Information

  • CAS No. 65373-52-6
  • Cat. No. CS-W006539
  • Purity ≥95%
  • MDL No. MFCD03412587
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃NO₂
  • Molecular Weight 97.07
  • Synonym(s) 1,3-Oxazole-2-carboxaldehyde
  • SMILES O=CC1=NC=CO1

Description

Oxazole-2-carbaldehyde delivers a reactive aldehyde handle at the 2-position of an electron-deficient oxazole ring. This configuration enables direct coupling in heterocyclic synthesis, particularly in transition-metal-catalyzed transformations and conjugate additions. The moiety integrates readily into bioactive scaffolds and functional materials due to its stability under standard conditions and compatibility with diverse reaction environments.

Application

Oxazole-2-carbaldehyde serves as a versatile heterocyclic building block in medicinal chemistry and synthetic organic chemistry. Its aldehyde functionality enables direct incorporation into Ugi, Mannich, and reductive amination reactions, while the oxazole ring provides metabolic stability and favorable pharmacokinetic properties. The compound exhibits good bench stability and facilitates efficient derivatization under mild conditions, making it well-suited for modular synthesis of bioactive molecules and API intermediates.

Synthesis

  • Route1
    • In-stock
      Oxazole|CS-0020144
      288-42-6
    • null|null
      68-12-2
    • ~82%
    • In-stock
      Oxazole-2-carbaldehyde|CS-W006539
      65373-52-6

    References

    • HERCULES TECHNOLOGY MANAGEMENT CO V, INC.; BLAGG, Julian Patent: WO2011/35009 A1, 2011 ; Location in patent: Page/Page column 45-46 ;
  • Route2

    References

    • EP1731513 A1, ; Page/Page column 18 ;
  • Route3
    • null|null
      68-12-2
    • ~%
    • In-stock
      Oxazole-2-carbaldehyde|CS-W006539
      65373-52-6

    References

    • WO2007/34144 A1, ; Page/Page column 93 ; WO 2007/034144 A1

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   43.1
  • LogP   0.4871
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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