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tert-Butyl 1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate

  • CAS No. 268550-48-7

  • Cat. No. CS-D0624
  • Purity≥95%
  • MDL No.MFCD08461248

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

tert-Butyl 1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate|CS-D0624

Structure of 268550-48-7

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General Information

  • CAS No. 268550-48-7
  • Cat. No. CS-D0624
  • Purity ≥95%
  • MDL No. MFCD08461248
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₂N₂O₃
  • Molecular Weight 254.33
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N(CC1)CCC21C(NCC2)=O

Description

tert-Butyl 1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate features a rigid spirocyclic core with strategically positioned nitrogen atoms and a carbonyl group, enabling precise spatial control in molecular scaffolding. This bench-stable, moisture-tolerant building block integrates readily into complex heterocycles, offering enhanced solubility and predictable reactivity in synthetic sequences.

Application

tert-Butyl 1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate serves as a versatile spirocyclic building block for medicinal chemistry and natural product synthesis. The molecule enables efficient access to complex nitrogen-containing scaffolds via controlled reduction, functionalization, and cyclization reactions. Its tert-butyl ester group offers excellent bench stability and facilitates straightforward purification, while the embedded diketone moiety supports selective transformations under mild conditions. Functions reliably in multistep syntheses requiring robust heterocycle formation and orthogonal reactivity.

Synthesis

  • Route1

    References

    • WO2005/84667 A1, ; Page/Page column 78 ; WO 2005/084667 A1
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 22 p. 6876 - 6881,6
  • Route3
    • 1-(Tert-butyl) 4-ethyl 4-(2-chloroethyl)piperidine-1,4-dicarboxylate|CS-0522312
      212782-43-9
    • ~%
    • In-stock
      tert-Butyl 1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate|CS-D0624
      268550-48-7

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 22 p. 6876 - 6881,6

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

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Computational Chemistry Data

  • TPSA   58.64
  • LogP   1.5236
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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