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CS-W001157 4
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Tetrahydro-4-oxo-3-furoic acid ethyl ester

  • CAS No. 89898-51-1

  • Cat. No. CS-W001012
  • Purity≥95%
  • MDL No.MFCD16038834

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

Tetrahydro-4-oxo-3-furoic acid ethyl ester|CS-W001012

Structure of 89898-51-1

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General Information

  • CAS No. 89898-51-1
  • Cat. No. CS-W001012
  • Purity ≥95%
  • MDL No. MFCD16038834
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀O₄
  • Molecular Weight 158.15
  • Synonym(s) Ethyl 4-oxotetrahydrofuran-3-carboxylate
  • SMILES CCOC(=O)C1COCC1=O

Description

Tetrahydro-4-oxo-3-furoic acid ethyl ester features a stable, electron-deficient furoate core with enhanced solubility in organic solvents. This bench-stable reagent integrates readily into synthetic sequences requiring α,β-unsaturated carbonyl functionality. The ethyl ester group facilitates downstream transformations while maintaining structural integrity under standard conditions.

Application

Tetrahydro-4-oxo-3-furoic acid ethyl ester serves as a versatile building block in heterocyclic synthesis, enabling efficient access to functionalized pyran and furan derivatives. Its reactive keto-ester motif facilitates nucleophilic additions, aldol-type condensations, and cyclization cascades under mild conditions. The compound exhibits excellent bench stability and is compatible with common protecting group strategies, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • In-stock
      Ethyl hydroxyacetate|CS-W019892
      623-50-7
    • null|null
      140-88-5
    • ~82%
    • In-stock
      Tetrahydro-4-oxo-3-furoic acid ethyl ester|CS-W001012
      89898-51-1

    References

    • Genentech, Inc. Patent: US2010/331305 A1, 2010 ; Location in patent: Page/Page column 80-81 ;

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   52.6
  • LogP   -0.235
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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