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CS-W001157 4
Total: USD 88.00

3-(Benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid

  • CAS No. 119736-16-2

  • Cat. No. CS-0051716
  • Purity≥98%
  • MDL No.None

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

3-(Benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid|CS-0051716

Structure of 119736-16-2

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General Information

  • CAS No. 119736-16-2
  • Cat. No. CS-0051716
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₀O₅
  • Molecular Weight 246.22
  • Synonym(s) 3-(Benzyloxy)-4-oxo-4h-pyran-2-carboxylic acid fandachem
  • SMILES OC(=O)C1=C(OCC2=CC=CC=C2)C(=O)C=CO1

Description

This 3-(benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid features a benzyl ether-linked pyranone scaffold with a carboxylic acid at C2, enabling direct incorporation into synthetic routes for bioactive heterocycles. The electron-deficient pyrone ring facilitates nucleophilic addition and Diels-Alder reactions under mild conditions.

Application

3-(Benzyloxy)-4-oxo-4H-pyran-2-carboxylic acid serves as a versatile scaffold for the synthesis of bioactive heterocycles and natural product analogs. Its carboxylic acid and enone functionalities enable diverse transformations, including nucleophilic additions, Michael reactions, and decarboxylative couplings. The benzyloxy group provides stable protection under standard conditions and can be selectively removed during late-stage functionalization. This compound functions effectively in multi-step syntheses requiring orthogonality and bench stability.

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   76.74
  • LogP   1.917
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   4

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