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CS-W001157 4
Total: USD 88.00

Diethyl 4-oxoheptanedioate

  • CAS No. 6317-49-3

  • Cat. No. CS-W010379
  • Purity≥97%
  • MDL No.MFCD00009210

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

Diethyl 4-oxoheptanedioate|CS-W010379

Structure of 6317-49-3

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General Information

  • CAS No. 6317-49-3
  • Cat. No. CS-W010379
  • Purity ≥97%
  • MDL No. MFCD00009210
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₈O₅
  • Molecular Weight 230.26
  • Synonym(s) diethyl 4-oxopimelate
  • SMILES O=C(OCC)CCC(CCC(OCC)=O)=O

Description

Diethyl 4-oxoheptanedioate serves as a key synthon in the construction of complex carbocycles and heterocycles, featuring a β-keto ester moiety flanked by two ester groups. This structural motif enables efficient enolization and subsequent cyclization under mild conditions, facilitating rapid access to fused ring systems in natural product synthesis and medicinal chemistry applications.

Application

Diethyl 4-oxoheptanedioate serves as a versatile bis-β-keto ester building block in synthetic organic chemistry, enabling efficient construction of complex heterocyclic scaffolds and polyfunctional intermediates. Its dual electrophilic carbonyl centers facilitate sequential condensation reactions, including Claisen and Michael-type additions, with excellent functional group tolerance and bench stability. The molecule’s well-defined reactivity profile makes it particularly valuable for the synthesis of biologically relevant frameworks such as γ-lactones, pyrones, and substituted cyclohexanones under standard laboratory conditions.

Synthesis

  • Route1
    • null|null
      201230-82-2
    • null|null
      117726-73-5
    • ~57%
    • In-stock
      Diethyl 4-oxoheptanedioate|CS-W010379
      6317-49-3

    References

    • Aoki, Satoshi; Nakamura, Eiichi; Kuwajima, Isao Tetrahedron Letters, 1988 , vol. 29, # 13 p. 1541 - 1542
  • Route2
    • null|null
      75-52-5
    • null|null
      140-88-5
    • ~%
    • In-stock
      Diethyl 4-oxoheptanedioate|CS-W010379
      6317-49-3
    • null|null
      2985-49-1

    References

    • Tetrahedron Letters, , vol. 53, # 26 p. 3305 - 3309
  • Route3
    • null|null
      64-17-5
    • 3-(Furan-2-yl)acrylic acid Nalfurafine  Impurity|CS-0229198
      539-47-9
    • ~85%
    • In-stock
      Diethyl 4-oxoheptanedioate|CS-W010379
      6317-49-3

    References

    • Gutman, Arie L.; Zuobi, Kheir; Bravdo, Tamar Journal of Organic Chemistry, 1990 , vol. 55, # 11 p. 3546 - 3552

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   69.67
  • LogP   1.2421
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   8

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