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tert-Butyl 3-oxo-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

  • CAS No. 954236-44-3

  • Cat. No. CS-0000738
  • Molecule weight255.31
  • Purity≥96%
  • MDL No.MFCD10001421

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

tert-Butyl 3-oxo-1-oxa-8-azaspiro[4.5]decane-8-carboxylate|CS-0000738

Structure of 954236-44-3

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General Information

  • CAS No. 954236-44-3
  • Cat. No. CS-0000738
  • Purity ≥96%
  • MDL No. MFCD10001421
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₂₁NO₄
  • Molecular Weight 255.31
  • Synonym(s) 8-Boc-3-oxo-1-oxa-8-azaspiro[4.5]decane
  • SMILES O=C(OC(C)(C)C)N1CCC(OCC2=O)(C2)CC1

Description

tert-Butyl 3-oxo-1-oxa-8-azaspiro[4.5]decane-8-carboxylate features a spirocyclic scaffold with embedded oxygen and nitrogen heteroatoms, delivering structural rigidity and defined stereochemistry. The tert-butyl ester group enables stable handling and convenient deprotection under mild acidic conditions. This compound serves as a key building block for complex heterocyclic architectures in medicinal chemistry and natural product synthesis.

Application

tert-Butyl 3-oxo-1-oxa-8-azaspiro[4.5]decane-8-carboxylate serves as a versatile spirocyclic building block for medicinal chemistry and natural product synthesis. Its structure integrates a ketone, a tertiary amine, and a stable tert-butyl ester, enabling selective functionalization and orthogonal transformations. The spirocyclic core provides rigidity and defined stereochemistry, facilitating efficient access to complex heterocyclic scaffolds via reductive amination, conjugate addition, or cyclization reactions. Ideal for iterative synthesis workflows due to its bench stability and ease of purification.

Synthesis

  • Route1

    References

    • PFIZER INC.; LONG, Scott Allen; MEYERS, Marvin Jay; PELC, Matthew James; SCHWEITZER, Barbara Ann; THORARENSEN, Atli; WANG, Lijuan Jane Patent: WO2010/58318 A1, 2010 ; Location in patent: Page/Page column 26-27 ; WO 2010/058318 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-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   55.84
  • LogP   1.7455
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   0

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