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2-Oxo-2,3-dihydrobenzo[d]oxazole-5-carbaldehyde

  • CAS No. 581102-27-4

  • Cat. No. CS-0181160
  • Purity≥97%
  • MDL No.None

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

2-Oxo-2,3-dihydrobenzo[d]oxazole-5-carbaldehyde|CS-0181160

Structure of 581102-27-4

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General Information

  • CAS No. 581102-27-4
  • Cat. No. CS-0181160
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅NO₃
  • Molecular Weight 163.13
  • Synonym(s) 2-oxo-3H-1,3-benzoxazole-5-carbaldehyde
  • SMILES O=CC1=CC=C(OC(N2)=O)C2=C1

Description

2-Oxo-2,3-dihydrobenzo[d]oxazole-5-carbaldehyde features a fused heterocyclic core with a carbonyl at the 2-position and an aldehyde at the 5-position, enabling direct integration into bioactive molecule scaffolds. The electron-deficient oxazole ring facilitates nucleophilic addition, while the aldehyde group supports conjugation via imine formation or reductive amination. This compound serves as a key building block in medicinal chemistry campaigns targeting kinase inhibitors and fluorescent probes.

Application

2-Oxo-2,3-dihydrobenzo[d]oxazole-5-carbaldehyde serves as a versatile heterocyclic building block, enabling efficient access to bioactive scaffolds through electrophilic functionalization and coupling reactions. Its carbaldehyde group facilitates nucleophilic addition and condensation processes, while the fused oxazole core provides structural rigidity and metabolic stability. The compound exhibits excellent bench stability and is compatible with standard purification protocols, making it well-suited for medicinal chemistry campaigns and process-scale synthesis.

Safety Information

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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   63.07
  • LogP   0.9336
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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