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3-Ethoxy-2-methyl-3-oxopropanoic acid

  • CAS No. 2985-33-3

  • Cat. No. CS-0135406
  • Molecule weight146.14
  • Purity≥97%
  • MDL No.None

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

3-Ethoxy-2-methyl-3-oxopropanoic acid|CS-0135406

Structure of 2985-33-3

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General Information

  • CAS No. 2985-33-3
  • Cat. No. CS-0135406
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀O₄
  • Molecular Weight 146.14
  • Synonym(s) Propanedioic acid, 2-Methyl-, 1-ethyl ester
  • SMILES O=C(O)C(C)C(OCC)=O

Description

3-Ethoxy-2-methyl-3-oxopropanoic acid features a β-keto ester motif flanked by an ethoxy and methyl group, enabling facile enolization and nucleophilic addition. This reactive scaffold integrates readily into synthetic sequences requiring α-acylation or cyclization under mild conditions, offering high functional group tolerance and bench-stable handling for complex molecule assembly.

Application

3-Ethoxy-2-methyl-3-oxopropanoic acid serves as a versatile building block for heterocyclic synthesis, particularly in the construction of substituted pyrazoles and oxazoles. Its α,β-unsaturated β-keto ester motif enables efficient Michael additions and condensation reactions under mild conditions. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Sasaki, Shu; Samejima, Suguru; Uruga, Tomoki; Anzai, Kai; Nishi, Natsumi; Kawakita, Eriko; Takao, Ken-Ichi; Tadano, Kin-Ichi Journal of Antibiotics, 2013 , vol. 66, # 3 p. 147 - 154
  • Route2

    References

    • Aparicio, Fidel J. Lopez; Cubero, Isidoro Izquierdo; Olea, Maria D. Portal Carbohydrate Research, 1982 , vol. 103, p. 158 - 164
  • Route3
    • null|null
      1447797-53-6
    • ~73%
    • In-stock
      3-Ethoxy-2-methyl-3-oxopropanoic acid|CS-0135406
      2985-33-3

    References

    • Doni, Eswararao; Mondal, Bhaskar; O'Sullivan, Steven; Tuttle, Tell; Murphy, John A. Journal of the American Chemical Society, 2013 , vol. 135, # 30 p. 10934 - 10937

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   63.6
  • LogP   0.2702
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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