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tert-Butyl 2,5-diazabicyclo[4.1.0]heptane-2-carboxylate

  • CAS No. 1228675-18-0

  • Cat. No. CS-0018049
  • Purity≥95%
  • MDL No.MFCD17480504

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

tert-Butyl 2,5-diazabicyclo[4.1.0]heptane-2-carboxylate|CS-0018049

Structure of 1228675-18-0

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General Information

  • CAS No. 1228675-18-0
  • Cat. No. CS-0018049
  • Purity ≥95%
  • MDL No. MFCD17480504
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈N₂O₂
  • Molecular Weight 198.26
  • Synonym(s) tert-butyl 2,5-diazabicyclo[4.1.0]heptane-5-carboxylate
  • SMILES O=C(N1C2CC2NCC1)OC(C)(C)C

Description

tert-Butyl 2,5-diazabicyclo[4.1.0]heptane-2-carboxylate is a sterically encumbered bicyclic amine scaffold featuring a constrained diazabicycloheptane core. This bench-stable, moisture-tolerant reagent integrates readily into catalytic systems and asymmetric synthesis workflows. The tert-butyl ester group enables selective deprotection under mild conditions, offering strategic access to functionalized diamines.

Application

tert-Butyl 2,5-diazabicyclo[4.1.0]heptane-2-carboxylate serves as a conformationally constrained diamine building block, enabling access to rigidified scaffolds in medicinal chemistry. Its tert-butyl ester group offers bench stability and facile deprotection under mild acidic conditions. The bicyclic core exhibits defined stereochemistry and functional group tolerance, facilitating its use in transition metal-catalyzed coupling reactions and the synthesis of nitrogen-containing heterocycles.

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   41.57
  • LogP   0.9676
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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