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CS-W001157 4
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4,4-Dimethyldihydro-2H-pyran-2,6(3H)-dione

  • CAS No. 4160-82-1

  • Cat. No. CS-0186905
  • Purity≥95%
  • MDL No.MFCD00006684

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

4,4-Dimethyldihydro-2H-pyran-2,6(3H)-dione|CS-0186905

Structure of 4160-82-1

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General Information

  • CAS No. 4160-82-1
  • Cat. No. CS-0186905
  • Purity ≥95%
  • MDL No. MFCD00006684
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀O₃
  • Molecular Weight 142.15
  • Synonym(s) Glutaric anhydride, beta,beta-dimethyl-
  • SMILES CC1(C)CC(=O)OC(=O)C1

Description

This dihydropyranone derivative features a sterically hindered diketone core with two methyl groups at the 4-position, enhancing stability and modulating reactivity. The fused ring system provides a rigid scaffold ideal for asymmetric synthesis and natural product derivatization under standard conditions.

Application

4,4-Dimethyldihydro-2H-pyran-2,6(3H)-dione serves as a versatile β-keto ester surrogate in synthetic organic chemistry, enabling efficient construction of cyclohexanone and substituted pyran scaffolds. Its enhanced stability and defined stereochemical control facilitate reliable Michael additions, aldol condensations, and heterocycle formation under standard reaction conditions. The molecule functions as a key building block for complex carbocyclic and heterocyclic frameworks relevant to medicinal chemistry and natural product synthesis.

Synthesis

  • Route1

    References

    • European Journal of Medicinal Chemistry, , vol. 65, p. 256 - 275
  • Route2
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      4165-89-3
    • ~%
    • In-stock
      4,4-Dimethyldihydro-2H-pyran-2,6(3H)-dione|CS-0186905
      4160-82-1

    References

    • Journal of the American Chemical Society, , vol. 82, p. 5858 - 5865
  • Route3
    • 4,4-Dimethyl-2,6-dioxopiperidine-3,5-dicarbonitrile|CS-0366492
      61193-04-2
    • ~%
    • In-stock
      4,4-Dimethyldihydro-2H-pyran-2,6(3H)-dione|CS-0186905
      4160-82-1

    References

    • European Journal of Medicinal Chemistry, , vol. 65, p. 256 - 275

Safety Information

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

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Computational Chemistry Data

  • TPSA   43.37
  • LogP   0.8762
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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