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tert-Butyl6-iodo-2-azaspiro[3.3]heptane-2-carboxylate

  • CAS No. 2059140-61-1

  • Cat. No. CS-0310343
  • Purity≥97%
  • MDL No.None

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

tert-Butyl6-iodo-2-azaspiro[3.3]heptane-2-carboxylate|CS-0310343

Structure of 2059140-61-1

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General Information

  • CAS No. 2059140-61-1
  • Cat. No. CS-0310343
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₈INO₂
  • Molecular Weight 323.17
  • Synonym(s) None
  • SMILES CC(C)(C)OC(=O)N1CC2(CC(I)C2)C1

Description

tert-Butyl 6-iodo-2-azaspiro[3.3]heptane-2-carboxylate features a rigid spirocyclic scaffold with a strategically positioned iodine atom and a bench-stable tert-butyl ester group. This combination enables direct C–I bond functionalization in late-stage diversification, particularly in transition-metal-catalyzed cross-coupling reactions. The sterically encumbered core enhances regioselectivity and metabolic stability in complex molecular architectures.

Application

tert-Butyl 6-iodo-2-azaspiro[3.3]heptane-2-carboxylate serves as a versatile spirocyclic building block for the synthesis of nitrogen-containing heterocycles, particularly in medicinal chemistry and catalytic transformation workflows. The iodine moiety enables efficient cross-coupling reactions, while the protected carboxylic acid facilitates downstream functionalization. Its spirocyclic framework provides rigidity and three-dimensional character, enhancing structural diversity in target-oriented synthesis. The compound exhibits good bench stability and compatibility with standard purification methods.

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   29.54
  • LogP   2.8209
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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