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tert-Butyl 6-amino-2-azaspiro[3.3]heptane-2-carboxylate

  • CAS No. 1211586-09-2

  • Cat. No. CS-B1364
  • Purity≥97%
  • MDL No.MFCD15071432

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

tert-Butyl 6-amino-2-azaspiro[3.3]heptane-2-carboxylate|CS-B1364

Structure of 1211586-09-2

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General Information

  • CAS No. 1211586-09-2
  • Cat. No. CS-B1364
  • Purity ≥97%
  • MDL No. MFCD15071432
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₀N₂O₂
  • Molecular Weight 212.29
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CC2(C1)CC(N)C2

Description

tert-Butyl 6-amino-2-azaspiro[3.3]heptane-2-carboxylate features a rigid spirocyclic scaffold with a primary amine and ester handle, enabling direct incorporation into complex nitrogen-containing frameworks. The tert-butyl group enhances stability and simplifies purification, while the azaspirocore provides conformational restraint ideal for medicinal chemistry applications.

Application

tert-Butyl 6-amino-2-azaspiro[3.3]heptane-2-carboxylate serves as a versatile spirocyclic scaffold for medicinal chemistry applications, enabling efficient access to nitrogen-containing heterocycles. The protected amine and carboxylate groups offer orthogonal reactivity, facilitating sequential functionalization. Its bench-stable nature and compatibility with standard coupling and reduction protocols make it ideal for modular synthesis of complex bioactive molecules.

Synthesis

  • Route1
    • Tert-butyl 6-(((benzyloxy)carbonyl)amino)-2-azaspiro[3.3]Heptane-2-carboxylate|CS-0473793
      1239589-54-8
    • ~95%
    • In-stock
      tert-Butyl 6-amino-2-azaspiro[3.3]heptane-2-carboxylate|CS-B1364
      1211586-09-2

    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

Quality Control

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Computational Chemistry Data

  • TPSA   55.56
  • LogP   1.3446
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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