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CS-W001157 4
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2-Oxo-2,3-dihydro-1,3-benzoxazole-6-carbaldehyde

  • CAS No. 54903-15-0

  • Cat. No. CS-0309125
  • Purity≥95%
  • MDL No.None

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

2-Oxo-2,3-dihydro-1,3-benzoxazole-6-carbaldehyde|CS-0309125

Structure of 54903-15-0

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General Information

  • CAS No. 54903-15-0
  • Cat. No. CS-0309125
  • Purity ≥95%
  • 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) 5-Benzoxazolecarboxaldehyde, 2,3-dihydro-2-oxo-
  • SMILES O=CC1=CC=C2NC(OC2=C1)=O

Description

2-Oxo-2,3-dihydro-1,3-benzoxazole-6-carbaldehyde features a fused heterocyclic core with a carbonyl at the 2-position and an aldehyde at the 6-position, enabling versatile conjugation in synthetic routes. This electron-deficient scaffold integrates readily into complex architectures, offering high stability under standard bench conditions for use in medicinal chemistry and materials development.

Application

2-Oxo-2,3-dihydro-1,3-benzoxazole-6-carbaldehyde serves as a versatile heterocyclic building block for medicinal chemistry and materials synthesis. Its ortho-aldehyde functionality enables direct coupling reactions and condensation pathways, while the fused benzoxazole core provides metabolic stability and enhanced solubility. Bench-stable and compatible with standard purification techniques, it facilitates efficient access to complex scaffolds in multistep syntheses.

Synthesis

  • Route1
    • null|null
      98556-62-8
    • ~95%
    • In-stock
      2-Oxo-2,3-dihydro-1,3-benzoxazole-6-carbaldehyde|CS-0309125
      54903-15-0

    References

    • ALMIRALL, S.A.; AIGUADE BOSCH, Jose; GUAL ROIG, Silvia; PRAT QUINONES, Maria; PUIG DURAN, Carlos Patent: WO2013/68554 A1, 2013 ; Location in patent: Page/Page column 51 ;
  • Route2

    References

    • Chaturvedula, Prasad V.; Chen, Ling; Civiello, Rita; Conway, Charles Mark; Degnan, Andrew P.; Dubowchik, Gene M.; Han, Xiaojun; J. Jiang, Xiang Jun; Karageorge, George N.; Luo, Guanglin; Macor, John E.; Poindexter, Graham; Tora, George; Vig, Shikha Patent: US2004/204397 A1, 2004 ; US 20040204397 A1
  • Route3
    • In-stock
      6-Bromobenzo[d]oxazol-2(3H)-one|CS-W022467
      19932-85-5
    • null|null
      68-12-2
    • ~82%
    • In-stock
      2-Oxo-2,3-dihydro-1,3-benzoxazole-6-carbaldehyde|CS-0309125
      54903-15-0

    References

    • Deorazio, Russell J.; Maeng, Jun-Ho; Manning, David D.; Sherer, Brian A.; Scott, Ian L.; Nikam, Sham S. Synthetic Communications, 2011 , vol. 41, # 23 p. 3551 - 3555

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

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