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CS-W001157 4
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3-Methoxy-2-methyl-3-oxopropanoic acid

  • CAS No. 3097-74-3

  • Cat. No. CS-0072824
  • Molecule weight132.11
  • Purity≥95%
  • MDL No.None

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

3-Methoxy-2-methyl-3-oxopropanoic acid|CS-0072824

Structure of 3097-74-3

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General Information

  • CAS No. 3097-74-3
  • Cat. No. CS-0072824
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₈O₄
  • Molecular Weight 132.11
  • Synonym(s) monomethyl methylmalonate
  • SMILES O=C(O)C(C)C(OC)=O

Description

This β-keto acid derivative features a methoxy-substituted methyl group and a ketone-flanked carboxylic acid, enabling direct incorporation into synthetic sequences requiring electrophilic acyl transfer. The ortho-ester moiety enhances stability under standard conditions while maintaining reactivity in nucleophilic addition cascades.

Application

3-Methoxy-2-methyl-3-oxopropanoic acid serves as a versatile building block for heterocyclic synthesis, particularly in the construction of substituted pyran and pyridine scaffolds. Its α-keto ester functionality enables efficient Michael additions, aldol reactions, and cyclizations under mild conditions. The molecule exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • TEXAS TECH UNIVERSITY Patent: WO2008/150487 A2, 2008 ; Location in patent: Page/Page column 17-21; 23 ;
  • Route2
    • null|null
      67-56-1
    • In-stock
      Diethyl methylmalonate|CS-0042420
      609-08-5
    • ~46%
    • In-stock
      3-Methoxy-2-methyl-3-oxopropanoic acid|CS-0072824
      3097-74-3

    References

    • FOREST LABORATORIES HOLDINGS LIMITED Patent: US2009/239848 A1, 2009 ; Location in patent: Page/Page column 35 ; US 20090239848 A1
  • Route3

    References

    • Levonis, Stephan M.; Bornaghi, Laurent F.; Houston, Todd A. Australian Journal of Chemistry, 2007 , vol. 60, # 11 p. 821 - 823

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

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Computational Chemistry Data

  • TPSA   63.6
  • LogP   -0.1199
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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