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CS-W001157 4
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2-(tert-Butoxycarbonyl)-2-azaspiro[3.3]heptane-6-carboxylic acid

  • CAS No. 1211526-53-2

  • Cat. No. CS-D0153
  • Purity≥97%
  • MDL No.MFCD17016194

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

2-(tert-Butoxycarbonyl)-2-azaspiro[3.3]heptane-6-carboxylic acid|CS-D0153

Structure of 1211526-53-2

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General Information

  • CAS No. 1211526-53-2
  • Cat. No. CS-D0153
  • Purity ≥97%
  • MDL No. MFCD17016194
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₉NO₄
  • Molecular Weight 241.29
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CC2(C1)CC(C(=O)O)C2

Description

This spirocyclic diacid derivative features a protected amine and carboxylic acid group, enabling direct incorporation into peptide synthesis. The tert-butoxycarbonyl moiety ensures stability during handling and reaction sequences. The rigid spirocyclic core provides defined stereochemistry and conformational control.

Application

2-(tert-Butoxycarbonyl)-2-azaspiro[3.3]heptane-6-carboxylic acid serves as a versatile spirocyclic building block for the synthesis of nitrogen-containing heterocycles. The Boc-protected amine and carboxylic acid functionalities enable orthogonal functionalization, facilitating efficient peptide coupling and reductive amination workflows. Its rigid spirocyclic core enhances conformational control in medicinal chemistry applications, while the tert-butyl carbamate group offers excellent bench stability and ease of removal under mild acidic conditions.

Synthesis

  • Route1
    • In-stock
      Di-tert-butyl dicarbonate|CS-0017817
      24424-99-5
    • 2-Azaspiro[3.3]heptane-6-carboxylic acid hydrochloride|CS-0111823
      1172252-57-1
    • ~84%
    • In-stock
      2-(tert-Butoxycarbonyl)-2-azaspiro[3.3]heptane-6-carboxylic acid|CS-D0153
      1211526-53-2

    References

    • Radchenko, Dmytro S.; Pavlenko, Sergiy O.; Grygorenko, Oleksandr O.; Volochnyuk, Dmitriy M.; Shishkina, Svitlana V.; Shishkin, Oleg V.; Komarov, Igor V. Journal of Organic Chemistry, 2010 , vol. 75, # 17 p. 5941 - 5952

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   66.84
  • LogP   1.7181
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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