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3-(tert-Butoxycarbonyl)-3-azaspiro[5.5]undecane-9-carboxylic acid

  • CAS No. 170228-81-6

  • Cat. No. CS-0051575
  • Molecule weight297.40
  • Purity≥95%
  • MDL No.MFCD11042915

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

3-(tert-Butoxycarbonyl)-3-azaspiro[5.5]undecane-9-carboxylic acid|CS-0051575

Structure of 170228-81-6

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General Information

  • CAS No. 170228-81-6
  • Cat. No. CS-0051575
  • Purity ≥95%
  • MDL No. MFCD11042915
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₇NO₄
  • Molecular Weight 297.40
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CCC2(CC1)CCC(C(=O)O)CC2

Description

This spirocyclic amino acid derivative features a protected tertiary amine and a carboxylic acid handle, enabling direct incorporation into peptide chains. The tert-butyl carbamate group ensures stability during synthesis, while the rigid spiro framework imparts conformational control. Ideal for constructing constrained peptidomimetics with enhanced metabolic resistance.

Application

3-(tert-Butoxycarbonyl)-3-azaspiro[5.5]undecane-9-carboxylic acid serves as a versatile spirocyclic scaffold for medicinal chemistry campaigns, enabling efficient access to constrained heterocyclic architectures. The protected amine and carboxylic acid functionalities offer orthogonal reactivity, facilitating peptide coupling, selective deprotection, and downstream derivatization. Bench-stable and readily purified by standard chromatographic methods, it functions as a key building block in the synthesis of complex nitrogen-containing frameworks relevant to drug discovery.

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   66.84
  • LogP   3.2785
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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