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CS-W001157 4
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Methyl 4-(3-methoxyphenyl)-2,4-dioxobutanoate

  • CAS No. 501653-39-0

  • Cat. No. CS-0230554
  • Purity≥97%
  • MDL No.None

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

Methyl 4-(3-methoxyphenyl)-2,4-dioxobutanoate|CS-0230554

Structure of 501653-39-0

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General Information

  • CAS No. 501653-39-0
  • Cat. No. CS-0230554
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₂O₅
  • Molecular Weight 236.22
  • Synonym(s) Methyl 3-Methoxy-a,g-dioxo-benzenebutanoate
  • SMILES COC1=CC=CC(=C1)C(=O)CC(=O)C(=O)OC

Description

Methyl 4-(3-methoxyphenyl)-2,4-dioxobutanoate features a conjugated β-keto ester scaffold flanked by a para-methoxyphenyl group, enabling efficient enolization and nucleophilic reactivity. This bench-stable intermediate integrates readily into multicomponent condensations and serves as a key building block for heterocyclic frameworks in medicinal chemistry.

Application

Methyl 4-(3-methoxyphenyl)-2,4-dioxobutanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted pyran and chromene scaffolds. Its α,β-unsaturated β-ketoester functionality facilitates Michael additions, condensations, and cyclizations under mild conditions. The molecule exhibits good bench stability and simplifies purification due to its crystalline nature, making it well-suited for iterative synthesis in medicinal chemistry and natural product derivatization workflows.

Safety Information

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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   69.67
  • LogP   1.0101
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   5

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