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tert-Butyl 7-ethynyl-2-azaspiro[3.5]nonane-2-carboxylate

  • CAS No. 1434142-19-4

  • Cat. No. CS-0055414
  • Purity≥98%
  • MDL No.None

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

tert-Butyl 7-ethynyl-2-azaspiro[3.5]nonane-2-carboxylate|CS-0055414

Structure of 1434142-19-4

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General Information

  • CAS No. 1434142-19-4
  • Cat. No. CS-0055414
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₃NO₂
  • Molecular Weight 249.35
  • Synonym(s) None
  • SMILES O=C(N1CC2(CCC(C#C)CC2)C1)OC(C)(C)C

Description

tert-Butyl 7-ethynyl-2-azaspiro[3.5]nonane-2-carboxylate features a rigid spirocyclic scaffold with a terminal alkyne at the C7 position, enabling efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC). This functionality integrates seamlessly into bioconjugation and medicinal chemistry workflows, offering precise spatial control and enhanced metabolic stability in complex molecular architectures.

Application

tert-Butyl 7-ethynyl-2-azaspiro[3.5]nonane-2-carboxylate serves as a versatile spirocyclic building block for the synthesis of nitrogen-containing heterocycles, particularly in medicinal chemistry and target-oriented synthesis. The terminal alkyne functionality enables efficient copper-catalyzed azide-alkyne cycloaddition (CuAAC), facilitating rapid access to triazole-linked scaffolds. The tert-butyl ester group offers stability under basic conditions and can be selectively removed after key transformations. This compound exhibits excellent bench stability, compatibility with diverse functional groups, and ease of purification—making it ideal for modular synthetic campaigns requiring robust, high-yielding coupling reactions.

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   29.54
  • LogP   3.0469
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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