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Methyl 4-oxobutanoate (CAS 13865-19-5)

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Application:
Methyl 4-oxobutanoate is a simple aldehyde methyl ester compound
CAS Number:
13865-19-5
Purity:
≥90%
Molecular Weight:
116.12
Molecular Formula:
C5H8O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Methyl 4-oxobutanoate is a useful aldehyde compound for synthesis. This compound contains an aldehyde and a methyl ester with a 1,4-relationship between these functionalities. In a study exploring the asymmetric Henry reaction, Methyl 4-oxobutanoate was reported as a model substrate where it was used to assemble a stereodefined lactam efficiently and with high enantiomeric purity.


Methyl 4-oxobutanoate (CAS 13865-19-5) References

  1. 5-Hydroxyalkyl derivatives of tert-butyl 2-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate: diastereoselectivity of the Mukaiyama crossed-aldol-type reaction.  |  Vallat, O., et al. 2009. Acta Crystallogr C. 65: o171-5. PMID: 19346616
  2. Asymmetric copper(I)-catalyzed Henry reaction with an aminoindanol-derived bisoxazolidine ligand.  |  Spangler, KY. and Wolf, C. 2009. Org Lett. 11: 4724-7. PMID: 19743819
  3. Tryptophanol-derived oxazolopiperidone lactams: identification of a hit compound as NMDA receptor antagonist.  |  Pereira, NA., et al. 2014. Bioorg Med Chem Lett. 24: 3333-6. PMID: 24974339
  4. Organocatalytic Approach for Short Asymmetric Synthesis of (R)-Paraconyl Alcohol: Application to the Total Syntheses of IM-2, SCB2, and A-Factor γ-Butyrolactone Autoregulators.  |  Sarkale, AM., et al. 2018. J Org Chem. 83: 4167-4172. PMID: 29490143
  5. Synthesis and tyrosinase inhibitory activities of 4-oxobutanoate derivatives of carvacrol and thymol.  |  Brotzman, N., et al. 2019. Bioorg Med Chem Lett. 29: 56-58. PMID: 30446314
  6. Stereodivergent Synthesis of 1-Hydroxymethylpyrrolizidine Alkaloids.  |  Sarkale, AM. and Appayee, C. 2020. Org Lett. 22: 4355-4359. PMID: 32459490
  7. Diversifying DNA-Tagged Amines by Isocyanide Multicomponent Reactions for DNA-Encoded Library Synthesis.  |  Willems, S., et al. 2024. ACS Omega. 9: 7719-7724. PMID: 38405463
  8. Neutral constituents of volatiles in cultured broth of Sporobolomyces odorus  |  Tahara, S., Fujiwara, K., & Mizutani, J. 1973. Agricultural and biological Chemistry. 37(12): 2855-2861.
  9. Asymmetric synthesis of indole alkaloids from (L)-tryptophan: formal syntheses of (-)-koumine,(-)-taberpsychine & (-)-koumidine  |  Bailey, P. D., & McLay, N. R. 1991. Tetrahedron letters. 32(31): 3895-3898.
  10. Synthesis of benzyl and tert‐butyl 3‐(2‐methoxycarbonylethyl)‐4‐methylpyrrole‐2‐carboxylates from methyl 4‐oxobutanoate  |  Drinan, M. A., & Lash, T. D. 1994. Journal of heterocyclic chemistry. 31(1): 255-257.

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Methyl 4-oxobutanoate, 1 g

sc-255287
1 g
$297.00