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tert-Butyl 6-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylate

  • CAS No. 198835-04-0

  • Cat. No. CS-0036761
  • Purity≥98%
  • MDL No.None

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

tert-Butyl 6-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylate|CS-0036761

Structure of 198835-04-0

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General Information

  • CAS No. 198835-04-0
  • Cat. No. CS-0036761
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₇NO₃
  • Molecular Weight 211.26
  • Synonym(s) 6-OXO-2-AZA-BICYCLO[2.2.1]HEPTANE-2-CARBOXYLIC ACID TERT-BUTYL ESTER
  • SMILES CC(C)(C)OC(=O)N1CC2CC1C(=O)C2

Description

tert-Butyl 6-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylate features a rigid, electron-deficient bicyclic core that enables direct functionalization at the C6 carbonyl site. This bench-stable scaffold integrates seamlessly into complex molecular architectures, serving as a key building block for stereocontrolled synthesis of nitrogen-containing heterocycles and bioactive compounds.

Application

tert-Butyl 6-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylate serves as a versatile bicyclic scaffold for synthetic medicinal chemistry, enabling efficient access to constrained nitrogen-containing heterocycles. The molecule features a stable ketone at C6 and a protected carboxylic acid at C2, allowing selective functionalization under standard conditions. Its rigid framework supports diverse transformations including reductive amination, nucleophilic addition, and transition-metal-catalyzed coupling, facilitating the construction of complex bioactive architectures with enhanced conformational control.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   46.61
  • LogP   1.5848
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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