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CS-W001157 4
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Ethyl 3-oxocyclopentanecarboxylate

  • CAS No. 5400-79-3

  • Cat. No. CS-W001588
  • Purity≥97%
  • MDL No.MFCD01320352

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

Ethyl 3-oxocyclopentanecarboxylate|CS-W001588

Structure of 5400-79-3

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General Information

  • CAS No. 5400-79-3
  • Cat. No. CS-W001588
  • Purity ≥97%
  • MDL No. MFCD01320352
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂O₃
  • Molecular Weight 156.18
  • Synonym(s) ethyl 3-oxocyclopentane-1-carboxylate
  • SMILES CCOC(=O)C1CCC(=O)C1

Description

Ethyl 3-oxocyclopentanecarboxylate features a cyclic β-keto ester scaffold that enables direct functionalization at the enolizable α-position. This bench-stable, moisture-tolerant reagent integrates readily into synthetic sequences requiring controlled C–C bond formation, serving as a key building block for cyclopentane derivatives in natural product synthesis and medicinal chemistry applications.

Application

Ethyl 3-oxocyclopentanecarboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to cyclopentane-containing scaffolds. Its α,β-unsaturated carbonyl system facilitates Michael additions, aldol reactions, and enolate-based functionalizations. The molecule exhibits excellent bench stability and compatibility with standard purification methods, making it ideal for multistep synthesis and heterocycle construction in medicinal and process chemistry workflows.

Synthesis

  • Route1
    • In-stock
      3-Oxo-cyclopentane-carboxylic acid|CS-W001693
      98-78-2
    • null|null
      75-03-6
    • ~73%
    • In-stock
      Ethyl 3-oxocyclopentanecarboxylate|CS-W001588
      5400-79-3

    References

    • Gruenenthal GmbH Patent: US2008/306084 A1, 2008 ; Location in patent: Page/Page column 48 ; US 20080306084 A1
  • Route2
    • Ethyl 3-methoxycyclopent-2-ene-1-carboxylate|CS-1062004
      83832-60-4
    • ~%
    • In-stock
      Ethyl 3-oxocyclopentanecarboxylate|CS-W001588
      5400-79-3

    References

    • Journal of the American Chemical Society, , vol. 103, # 19 p. 5917 - 5919
  • Route3
    • Ethyl 3-methoxycyclopent-3-ene-1-carboxylate|CS-1061966
      83844-81-9
    • ~%
    • In-stock
      Ethyl 3-oxocyclopentanecarboxylate|CS-W001588
      5400-79-3

    References

    • Journal of the American Chemical Society, , vol. 103, # 19 p. 5917 - 5919

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   43.37
  • LogP   0.9187
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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