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CS-W001157 4
Total: USD 88.00

4-Dimethylamino-2-oxobut-3-enoic acid ethyl ester

  • CAS No. 67751-14-8

  • Cat. No. CS-0036152
  • Purity≥97%
  • MDL No.MFCD00219095

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

4-Dimethylamino-2-oxobut-3-enoic acid ethyl ester|CS-0036152

Structure of 67751-14-8

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General Information

  • CAS No. 67751-14-8
  • Cat. No. CS-0036152
  • Purity ≥97%
  • MDL No. MFCD00219095
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₃NO₃
  • Molecular Weight 171.19
  • Synonym(s) ETHYL(3E)-3-(ISOPROPYLIMINO)-2-OXOPROPANOATE
  • SMILES CCOC(=O)C(=O)/C=C/N(C)C

Description

4-Dimethylamino-2-oxobut-3-enoic acid ethyl ester features a conjugated enone system flanked by an electron-rich dimethylamino group, enabling efficient Michael additions and Diels-Alder reactions. This bench-stable, moisture-tolerant ester integrates readily into complex synthetic sequences, delivering high functional group compatibility and predictable reactivity in multistep organic synthesis.

Application

4-Dimethylamino-2-oxobut-3-enoic acid ethyl ester serves as a versatile Michael acceptor and enolizable β-ketoester scaffold, enabling efficient construction of substituted pyrroles, γ-lactams, and heterocyclic systems under mild conditions. Its conjugated enone functionality facilitates nucleophilic addition and condensation reactions with amines, thiols, and carbon nucleophiles, while the ethyl ester group supports downstream derivatization. The dimethylamino substituent enhances electrophilicity at the β-carbon and improves solubility in common organic solvents. This compound exhibits excellent bench stability and is readily purified by column chromatography, making it ideal for iterative synthesis campaigns in medicinal chemistry and process development 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   46.61
  • LogP   0.1939
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   4

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