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tert-Butyl 2-oxo-6-azaspiro[3.4]octane-6-carboxylate

  • CAS No. 203661-71-6

  • Cat. No. CS-0036797
  • Purity≥98%
  • MDL No.MFCD17016202

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

tert-Butyl 2-oxo-6-azaspiro[3.4]octane-6-carboxylate|CS-0036797

Structure of 203661-71-6

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General Information

  • CAS No. 203661-71-6
  • Cat. No. CS-0036797
  • Purity ≥98%
  • MDL No. MFCD17016202
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₉NO₃
  • Molecular Weight 225.29
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CCC2(CC(=O)C2)C1

Description

tert-Butyl 2-oxo-6-azaspiro[3.4]octane-6-carboxylate is a sterically shielded spirocyclic scaffold featuring a ketone and a protected carboxylic acid within a rigid, nitrogen-containing bicyclic framework. This bench-stable intermediate enables efficient access to complex azaspiro compounds through selective reduction or functionalization.

Application

tert-Butyl 2-oxo-6-azaspiro[3.4]octane-6-carboxylate serves as a versatile spirocyclic building block for the synthesis of nitrogen-containing heterocycles. The molecule features a stable spirocyclic core with a ketone and tert-butyl ester functional group, enabling selective transformations via enolization or nucleophilic addition. Its bench-stable nature and compatibility with standard coupling and reduction protocols facilitate efficient access to complex scaffolds in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BENTZIEN, Joerg Martin; BERRY, Angela Kay; BOSANAC, Todd; BURKE, Michael Jason; DISALVO, Darren Todd; HORAN, Joshua Courtney; LIANG, Shuang; MAO, Can; MAO, Wang; SHEN, Yue; SOLEYMANZADEH, Fariba; ZINDELL, Renee M. Patent: US2014/45813 A1, 2014 ;

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   46.61
  • LogP   1.9765
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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