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CS-W001157 4
Total: USD 88.00

Ethyl 1-methyl-2-oxocyclopentanecarboxylate

  • CAS No. 5453-88-3

  • Cat. No. CS-0061539
  • Purity≥97%
  • MDL No.None

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

Ethyl 1-methyl-2-oxocyclopentanecarboxylate|CS-0061539

Structure of 5453-88-3

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General Information

  • CAS No. 5453-88-3
  • Cat. No. CS-0061539
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₄O₃
  • Molecular Weight 170.21
  • Synonym(s) Loxoprofen Impurity 53
  • SMILES CCOC(=O)C1(C)CCCC1=O

Description

Ethyl 1-methyl-2-oxocyclopentanecarboxylate features a strained cyclopentanone core with an α,β-unsaturated ester moiety, enabling direct functionalization at the enolizable α-position. This bench-stable reagent integrates readily into asymmetric synthesis workflows, offering high regiocontrol in aldol and Michael additions.

Application

Ethyl 1-methyl-2-oxocyclopentanecarboxylate serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of cyclopentane-containing scaffolds. Its enolizable α-keto ester functionality facilitates aldol reactions, Michael additions, and metal-catalyzed C–C bond formations. The molecule exhibits good bench stability and compatibility with common protecting group strategies, making it well-suited for iterative synthesis in medicinal chemistry and natural product derivatization.

Synthesis

  • Route1
    • In-stock
      1-Oxocyclopentane-2-carboxylic acid ethyl ester|CS-D1430
      611-10-9
    • null|null
      74-88-4
    • ~96%
    • In-stock
      Ethyl 1-methyl-2-oxocyclopentanecarboxylate|CS-0061539
      5453-88-3

    References

    • CHINA PETROLEUM and CHEMICAL CORPORATION; BEIJING RESEARCH INSTITUTE OF CHEMICAL INDUSTRY, CHINA PETROLEUM and CHEMICAL CORPORATION Patent: WO2006/45246 A1, 2006 ; Location in patent: Page/Page column 17-18 ;
  • Route2
    • null|null
      85725-99-1
    • ~93%
    • In-stock
      Ethyl 1-methyl-2-oxocyclopentanecarboxylate|CS-0061539
      5453-88-3

    References

    • Chen, Fener; Liu, Anchang; Yan, Qiongjiao; Liu, Mingxing; Zhang, Daoming; Shao, Lanying Synthetic Communications, 1999 , vol. 29, # 6 p. 1049 - 1056
  • Route3

    References

    • Beckwith,A.L.; O'Shea,D.M.; Westwood,S.W. Journal of the American Chemical Society, 1988 , vol. 110, p. 2565

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   1.3088
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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