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CS-W001157 4
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8-Methylidene-1,4-dioxaspiro[4.5]decane

  • CAS No. 51656-90-7

  • Cat. No. CS-0104396
  • Purity≥97%
  • MDL No.MFCD07779440

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

8-Methylidene-1,4-dioxaspiro[4.5]decane|CS-0104396

Structure of 51656-90-7

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General Information

  • CAS No. 51656-90-7
  • Cat. No. CS-0104396
  • Purity ≥97%
  • MDL No. MFCD07779440
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₄O₂
  • Molecular Weight 154.21
  • Synonym(s) 8-METHYLENE-1,4-DIOXA-SPIRO[4.5]DECANE
  • SMILES C=C(CC1)CCC21OCCO2

Description

8-Methylidene-1,4-dioxaspiro[4.5]decane is a rigid, electron-rich spirocyclic scaffold featuring a conjugated exocyclic double bond. This configuration imparts enhanced stability and predictable stereocontrol in synthetic transformations. The molecule serves as a strategic building block for complex heterocycles and natural product analogs.

Application

8-Methylidene-1,4-dioxaspiro[4.5]decane serves as a versatile spirocyclic building block for the synthesis of complex heterocyclic scaffolds. Its rigid bicyclic framework and pendant exocyclic methylene group enable selective functionalization, facilitating C–H activation, cycloaddition, and transition-metal-catalyzed transformations. The compound exhibits excellent bench stability and compatibility with diverse reaction conditions, supporting efficient access to medicinally relevant architectures in both academic and industrial settings.

Synthesis

  • Route1
    • In-stock
      1,4-Dioxaspiro[4.5]decan-8-one|CS-W008827
      4746-97-8
    • null|null
      1779-49-3
    • ~97%
    • In-stock
      8-Methylidene-1,4-dioxaspiro[4.5]decane|CS-0104396
      51656-90-7

    References

    • Frontier, Alison J.; Danishefsky, Samuel J.; Koppel, Gary A.; Meng, Dongfang Tetrahedron, 1998 , vol. 54, # 42 p. 12721 - 12736
  • Route2

    References

    • NYCOMED GMBH Patent: WO2008/20045 A1, 2008 ; Location in patent: Page/Page column 186 ;
  • Route3

    References

    • RANBAXY LABORATORIES LIMITED Patent: WO2008/111010 A1, 2008 ; Location in patent: Page/Page column 86-87 ; WO 2008/111010 A1

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   1.8597
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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