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tert-Butyl 7-oxo-4-azaspiro[2.5]octane-4-carboxylate

  • CAS No. 1892578-21-0

  • Cat. No. CS-0139400
  • Purity≥95%
  • MDL No.MFCD29763422

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

tert-Butyl 7-oxo-4-azaspiro[2.5]octane-4-carboxylate|CS-0139400

Structure of 1892578-21-0

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General Information

  • CAS No. 1892578-21-0
  • Cat. No. CS-0139400
  • Purity ≥95%
  • MDL No. MFCD29763422
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₉NO₃
  • Molecular Weight 225.28
  • Synonym(s) 2-Methyl-2-propanyl 7-oxo-4-azaspiro[2.5]octane-4-carboxylate
  • SMILES O=C(N(CCC(C1)=O)C21CC2)OC(C)(C)C

Description

tert-Butyl 7-oxo-4-azaspiro[2.5]octane-4-carboxylate features a rigid spirocyclic scaffold with a ketone at C7 and a tertiary ester handle, enabling direct functionalization at the 4-position. The azaspiro framework imparts conformational stability and enhanced solubility in polar organic solvents, facilitating use in iterative synthesis of complex nitrogen-containing heterocycles.

Application

tert-Butyl 7-oxo-4-azaspiro[2.5]octane-4-carboxylate serves as a versatile spirocyclic building block in medicinal chemistry, enabling efficient access to nitrogen-containing heterocycles. The molecule features a ketone at C7 and a protected amine at C4, offering orthogonal reactivity for selective functionalization. Its robust tert-butyl ester group enhances bench stability and simplifies purification. The spirocyclic core facilitates conformational constraint in target molecules, supporting structure–activity studies in lead optimization campaigns.

Safety Information

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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   46.61
  • LogP   2.119
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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