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7-(Tert-Butoxycarbonyl)-7-azaspiro[3.5]nonane-2-carboxylic acid

  • CAS No. 873924-12-0

  • Cat. No. CS-0039597
  • Purity≥97%
  • MDL No.MFCD12198556

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

7-(Tert-Butoxycarbonyl)-7-azaspiro[3.5]nonane-2-carboxylic acid|CS-0039597

Structure of 873924-12-0

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General Information

  • CAS No. 873924-12-0
  • Cat. No. CS-0039597
  • Purity ≥97%
  • MDL No. MFCD12198556
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₃NO₄
  • Molecular Weight 269.34
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CCC2(CC1)CC(C(=O)O)C2

Description

This spirocyclic carboxylic acid features a tert-butyl carbamate-protected amine and a sterically hindered bicyclic scaffold, enabling stable incorporation into complex peptide architectures. The Boc group facilitates selective deprotection during synthesis, while the rigid spiro framework enhances conformational control in medicinal chemistry applications.

Application

7-(Tert-Butoxycarbonyl)-7-azaspiro[3.5]nonane-2-carboxylic acid serves as a versatile spirocyclic scaffold for medicinal chemistry campaigns, enabling efficient access to constrained nitrogen-containing heterocycles. The Boc-protected amine and carboxylic acid functionality offer orthogonal reactivity for peptide coupling and selective deprotection, while the rigid spiro structure enhances conformational control in target molecule design. Bench-stable and readily purified by standard chromatography, it facilitates scalable synthesis of complex API intermediates.

Synthesis

  • Route1

    References

    • Pfizer Inc. Patent: US2010/113465 A1, 2010 ; Location in patent: Page/Page column 32 ; US 20100113465 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

Quality Control

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   2.4983
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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