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CS-W001157 4
Total: USD 88.00

Methyl 6-oxoheptanoate

  • CAS No. 2046-21-1

  • Cat. No. CS-W022881
  • Purity≥98%
  • MDL No.None

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

Methyl 6-oxoheptanoate|CS-W022881

Structure of 2046-21-1

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General Information

  • CAS No. 2046-21-1
  • Cat. No. CS-W022881
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₄O₃
  • Molecular Weight 158.20
  • Synonym(s) Heptanoic acid, 6-oxo-, methyl ester
  • SMILES COC(=O)CCCCC(C)=O

Description

Methyl 6-oxoheptanoate is a versatile β-keto ester featuring a ketone group at the C6 position and a methyl ester terminus. This functionalized chain enables efficient Michael additions, Claisen condensations, and cyclization reactions under mild conditions. The molecule's stability and solubility in common organic solvents support reliable performance in synthetic sequences for natural product synthesis and medicinal chemistry applications.

Application

Methyl 6-oxoheptanoate serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of carbocyclic and heterocyclic frameworks via aldol-type condensations and Michael additions. Its α,β-unsaturated ketone functionality facilitates regioselective transformations under mild conditions, while the ester group supports subsequent derivatization. Bench-stable and readily purified by distillation or column chromatography, it functions reliably in multi-step syntheses targeting complex natural products and pharmaceutical intermediates.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      5-Acetylvaleric acid|CS-W008210
      3128-07-2
    • ~99%
    • In-stock
      Methyl 6-oxoheptanoate|CS-W022881
      2046-21-1

    References

    • Coleman, Paul J; Brashear, Karen M; Askew, Ben C; Hutchinson, John H; McVean, Carol A; Duong; Feuston, Bradley P; Fernandez-Metzler, Carmen; Gentile, Michael A; Hartman, George D; Kimmel, Donald B; Leu, Chih-Tai; Lipfert, Lorraine; Merkle, Kara; Pennypacker, Brenda; Prueksaritanont, Thomayant; Rodan, Gideon A; Wesolowski, Gregg A; Rodan, Sevgi B; Duggan, Mark E Journal of medicinal chemistry, 2004 , vol. 47, # 20 p. 4829 - 4837
  • Route2
    • null|null
      67-56-1
    • null|null
      583-60-8
    • ~93%
    • In-stock
      Methyl 6-oxoheptanoate|CS-W022881
      2046-21-1

    References

    • Ito, Satoru; Matsumoto, Masakatsu Journal of Organic Chemistry, 1983 , vol. 48, # 7 p. 1133 - 1135
  • Route3

    References

    • Coleman, Paul J.; Cui, Donghui; Duggan, Mark E.; Hutchinson, John H.; Prueksaritanont, Thomayant; Silva Elipe, Maria Victoria; Fang, Xiaojun Patent: US2002/40030 A1, 2002 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   1.3088
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   5

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