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CS-W001157 4
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Diethyl 2-formylsuccinate

  • CAS No. 5472-38-8

  • Cat. No. CS-0140696
  • Purity≥95%
  • MDL No.None

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

Diethyl 2-formylsuccinate|CS-0140696

Structure of 5472-38-8

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General Information

  • CAS No. 5472-38-8
  • Cat. No. CS-0140696
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₄O₅
  • Molecular Weight 202.20
  • Synonym(s) diethyl formylsuccinate
  • SMILES O=C(OCC)C(C=O)CC(OCC)=O

Description

Diethyl 2-formylsuccinate is a bifunctional diester bearing an aldehyde group at the C2 position, enabling direct incorporation into conjugation and cyclization workflows. This reactive scaffold facilitates efficient access to heterocyclic frameworks and functionalized intermediates under mild conditions.

Application

Diethyl 2-formylsuccinate serves as a versatile diester building block featuring an aldehyde group flanked by two ester functionalities, enabling sequential functionalization in synthetic sequences. It facilitates aldol condensations, Michael additions, and heterocycle formation under standard conditions. The molecule exhibits good bench stability and is readily purified by distillation or column chromatography, making it well-suited for use in multi-step syntheses of complex organic scaffolds and pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      109-94-4
    • In-stock
      Diethyl succinate|CS-0015811
      123-25-1
    • ~97%
    • In-stock
      Diethyl 2-formylsuccinate|CS-0140696
      5472-38-8

    References

    • European Molecular Biology Laboratory; F. Hoffmann-La Roche AG; WOLKERSTORFER, Andrea; SZOLAR, Oliver; HANDLER, Norbert; CUSACK, Stephen; SAUVAITRE, Thibault; SIMON, Céline; MORICE, Christophe; GIETHLEN, Bruno; LANGER, Thierry; SMITH, Mark; SO, Sung-Sau; CLASSEN-HOUBEN, Dirk; BUSCHMANN, Helmut Patent: US2013/317022 A1, 2013 ; Location in patent: Paragraph 0536-0538 ;
  • Route2
    • null|null
      585-68-2
    • null|null
      64-17-5
    • ~%
    • In-stock
      Diethyl 2-formylsuccinate|CS-0140696
      5472-38-8

    References

    • Wislicenus; Boeklen; Reuthe Justus Liebigs Annalen der Chemie, 1908 , vol. 363, p. 358
  • Route3

    References

    • Adkins; Krsek Journal of the American Chemical Society, 1948 , vol. 70, p. 385 Journal of the American Chemical Society, 1949 , vol. 71, p. 3053,3054

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   69.67
  • LogP   0.3178
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   6

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