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(1R,4R)-tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate

  • CAS No. 134003-84-2

  • Cat. No. CS-0044351
  • Molecule weight198.26
  • Purity≥97%
  • MDL No.MFCD01321293

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

(1R,4R)-tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate|CS-0044351

Structure of 134003-84-2

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General Information

  • CAS No. 134003-84-2
  • Cat. No. CS-0044351
  • Purity ≥97%
  • MDL No. MFCD01321293
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈N₂O₂
  • Molecular Weight 198.26
  • Synonym(s) (1R,4R)-tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate hydrochloride
  • SMILES CC(OC(N1C[C@@H]2NC[C@H]1C2)=O)(C)C

Description

This chiral bicyclic amine scaffold features a rigid, electron-deficient 2,5-diazabicyclo[2.2.1]heptane core with a tert-butyl ester group at the 2-position, enabling selective functionalization in asymmetric synthesis. The (1R,4R) stereochemistry imparts defined spatial orientation for controlled reactivity in catalytic and medicinal chemistry applications.

Application

(1R,4R)-tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate serves as a rigid, chiral diamine scaffold enabling stereocontrolled synthesis of bioactive molecules. Its bicyclic structure confers conformational stability and facilitates selective functionalization at nitrogen sites. The tert-butyl ester group provides bench stability and simplifies purification, while the protected amine handles are compatible with standard coupling and reduction protocols. Functions effectively in asymmetric catalysis and as a building block for heterocyclic scaffolds in medicinal chemistry.

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

Quality Control

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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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