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1-(Benzyloxy)-6-oxo-1,6-dihydropyridine-2-carboxylic acid

  • CAS No. 210366-15-7

  • Cat. No. CS-0156144
  • Molecule weight245.23
  • Purity≥95%
  • MDL No.MFCD20270106

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

1-(Benzyloxy)-6-oxo-1,6-dihydropyridine-2-carboxylic acid|CS-0156144

Structure of 210366-15-7

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General Information

  • CAS No. 210366-15-7
  • Cat. No. CS-0156144
  • Purity ≥95%
  • MDL No. MFCD20270106
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₁NO₄
  • Molecular Weight 245.23
  • Synonym(s) 6-oxo-1-phenylmethoxypyridine-2-carboxylic acid
  • SMILES C1=CC=C(C=C1)CON2C(=CC=CC2=O)C(=O)O

Description

This dihydropyridine derivative features a benzyl ether group and a carboxylic acid at the 1- and 2-positions, respectively, with a ketone at the 6-position. The scaffold offers enhanced stability and solubility in organic media, enabling efficient incorporation into synthetic sequences for medicinal chemistry applications.

Application

1-(Benzyloxy)-6-oxo-1,6-dihydropyridine-2-carboxylic acid serves as a versatile dihydropyridine scaffold for the synthesis of functionalized heterocycles and bioactive molecules. Its benzyloxy and carboxylic acid groups enable orthogonal transformations, while the enone system supports Michael additions and cycloadditions. The compound exhibits bench stability and facilitates straightforward purification, making it suitable for iterative synthesis in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Xu, Jide; Durbin, Patricia W.; Kullgren, Birgitta; Ebbe, Shirley N.; Uhlir, Linda C.; Raymond, Kenneth N. Journal of Medicinal Chemistry, 2002 , vol. 45, # 18 p. 3963 - 3971

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   68.53
  • LogP   1.1753
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   4

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