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CS-W001157 4
Total: USD 88.00

1,4-Dimethyl 2-acetylbutanedioate

  • CAS No. 10420-33-4

  • Cat. No. CS-0076499
  • Molecule weight188.18
  • Purity≥97%
  • MDL No.MFCD00008448

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

1,4-Dimethyl 2-acetylbutanedioate|CS-0076499

Structure of 10420-33-4

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General Information

  • CAS No. 10420-33-4
  • Cat. No. CS-0076499
  • Purity ≥97%
  • MDL No. MFCD00008448
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂O₅
  • Molecular Weight 188.18
  • Synonym(s) Dimethyl acetylsuccinate
  • SMILES O=C(C(C(C)=O)CC(OC)=O)OC

Description

1,4-Dimethyl 2-acetylbutanedioate features a bis-ester scaffold with acetyl and methyl substituents that enhance solubility and reactivity in synthetic transformations. This versatile diester integrates readily into complex molecular architectures, particularly in cyclization cascades and heterocycle synthesis under mild conditions.

Application

1,4-Dimethyl 2-acetylbutanedioate serves as a versatile synthon in heterocyclic synthesis, enabling efficient access to substituted pyrrolidines and piperidines via Michael addition–cyclization sequences. Its α-keto ester functionality facilitates selective enolization and condensation reactions, while the methyl substituents enhance bench stability and simplify purification. The molecule functions effectively in multicomponent couplings and supports orthogonal functional group handling in complex molecule assembly.

Synthesis

  • Route1
    • null|null
      112799-49-2
    • ~85%
    • In-stock
      1,4-Dimethyl 2-acetylbutanedioate|CS-0076499
      10420-33-4

    References

    • Eiden, Fritz; Grusdt, Ulrike Archiv der Pharmazie (Weinheim, Germany), 1987 , vol. 320, # 10 p. 1020 - 1031
  • Route2
    • null|null
      67-56-1
    • null|null
      107-25-5
    • null|null
      201230-82-2
    • ~%
    • In-stock
      1,4-Dimethyl 2-acetylbutanedioate|CS-0076499
      10420-33-4

    References

    • Journal of Organic Chemistry, , vol. 44, # 2 p. 3474 - 3482
  • Route3
    • null|null
      7039-93-2
    • ~%
    • In-stock
      1,4-Dimethyl 2-acetylbutanedioate|CS-0076499
      10420-33-4

    References

    • Archiv der Pharmazie (Weinheim, Germany), , vol. 320, # 10 p. 1020 - 1031

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

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Computational Chemistry Data

  • TPSA   69.67
  • LogP   -0.0723
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   4

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