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CS-W001157 4
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(6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid

  • CAS No. 1129634-44-1

  • Cat. No. CS-M2570
  • Purity≥97%
  • MDL No.MFCD11099673

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

(6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid|CS-M2570

Structure of 1129634-44-1

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General Information

  • CAS No. 1129634-44-1
  • Cat. No. CS-M2570
  • Purity ≥97%
  • MDL No. MFCD11099673
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₉NO₄
  • Molecular Weight 241.28
  • Synonym(s) (S)-5-(tert-Butoxycarbonyl)-5-azaspiro[2.4]heptane-6-carboxylic acid
  • SMILES O=C([C@H](C1)N(C(OC(C)(C)C)=O)CC21CC2)O

Description

This spirocyclic scaffold features a protected amine and carboxylic acid group, enabling direct incorporation into peptide-like architectures. The tert-butoxycarbonyl group ensures stability during synthesis, while the rigid spiro framework imparts conformational control. Ideal for medicinal chemistry applications requiring constrained scaffolds with defined stereochemistry.

Application

(6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid serves as a stereochemically defined, bench-stable building block for the synthesis of spirocyclic scaffolds prevalent in medicinal chemistry. The protected amine and carboxylic acid functionalities enable orthogonal transformations, facilitating efficient access to diverse heterocyclic frameworks through standard coupling, cyclization, and deprotection protocols.

Synthesis

  • Route1
    • null|null
      1412903-77-5
    • ~80%
    • In-stock
      (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid|CS-M2570
      1129634-44-1

    References

    • US2013/324740 A1, ; Paragraph 0192; 0193; 0194 ;
  • Route2
    • In-stock
      Ledipasvir impurity 53|CS-0012356
      1129634-43-0
    • ~99%
    • In-stock
      (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid|CS-M2570
      1129634-44-1

    References

    • WO2012/158861 A2, ; Page/Page column 23 ;
  • Route3
    • In-stock
      (S)-tert-Butyl 6-(hydroxymethyl)-5-azaspiro[2.4]heptane-5-carboxylate|CS-0091718
      1262397-12-5
    • ~71%
    • In-stock
      (6S)-5-[(tert-butoxy)carbonyl]-5-azaspiro[2.4]heptane-6-carboxylic acid|CS-M2570
      1129634-44-1

    References

    • WO2013/59281 A2, ; Page/Page column 30 ;

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   1.8606
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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