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Ethyl 3-cyclopentyl-3-oxopropanoate

  • CAS No. 24922-00-7

  • Cat. No. CS-0122089
  • Purity≥97%
  • MDL No.MFCD06410650

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

Ethyl 3-cyclopentyl-3-oxopropanoate|CS-0122089

Structure of 24922-00-7

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General Information

  • CAS No. 24922-00-7
  • Cat. No. CS-0122089
  • Purity ≥97%
  • MDL No. MFCD06410650
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₆O₃
  • Molecular Weight None
  • Synonym(s) ethyl cyclopentyl-carbonyl-acetate
  • SMILES O=C(OCC)CC(C1CCCC1)=O

Description

Ethyl 3-cyclopentyl-3-oxopropanoate features a cyclopentyl group flanking a β-keto ester moiety, enabling direct participation in aldol-type condensations and Michael additions. This bench-stable reagent integrates readily into synthetic sequences requiring enolizable ketones with defined stereochemical control.

Application

Ethyl 3-cyclopentyl-3-oxopropanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of cyclopentane-containing heterocycles and carbocyclic frameworks. Its α,β-unsaturated β-keto ester functionality facilitates Michael additions, aldol condensations, and cyclization reactions under mild conditions. The molecule exhibits good bench stability, ease of purification, and tolerance to common functional groups, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • null|null
      4524-93-0
    • ~87%
    • In-stock
      Ethyl 3-cyclopentyl-3-oxopropanoate|CS-0122089
      24922-00-7

    References

    • SmithKline Beecham Corporation Patent: US2008/96921 A1, 2008 ; Location in patent: Page/Page column 42 ;
  • Route2
    • null|null
      4524-93-0
    • In-stock
      3-Ethoxy-3-oxopropanoic acid potassium|CS-D1444
      6148-64-7
    • ~75%
    • In-stock
      Ethyl 3-cyclopentyl-3-oxopropanoate|CS-0122089
      24922-00-7

    References

    • MERZ PHARMA GMBH and; CO. KGAA; HENRICH, Markus; BAUER, Angela; KRUeGER, Bjoern; KAUSS, Valerjans; MUeLLER, Sibylle; KUBAS, Holger; ROZHKOVS, Jevgenijs; PISKUNOVA, Irene Patent: WO2010/139483 A1, 2010 ; Location in patent: Page/Page column 67-68 ;
  • Route3
    • null|null
      71911-64-3
    • ~98%
    • In-stock
      Ethyl 3-cyclopentyl-3-oxopropanoate|CS-0122089
      24922-00-7

    References

    • Sakai, Takashi; Amano, Eiichiro; Kawabata, Akifumi; Takeda, Akira Journal of Organic Chemistry, 1980 , vol. 45, # 1 p. 43 - 47

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-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   1.6989
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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