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tert-Butyl 3,6-diazabicyclo[3.1.0]hexane-3-carboxylate

  • CAS No. 1262407-18-0

  • Cat. No. CS-0042777
  • Molecule weight184.24
  • Purity≥95%
  • MDL No.MFCD18909272

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

tert-Butyl 3,6-diazabicyclo[3.1.0]hexane-3-carboxylate|CS-0042777

Structure of 1262407-18-0

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General Information

  • CAS No. 1262407-18-0
  • Cat. No. CS-0042777
  • Purity ≥95%
  • MDL No. MFCD18909272
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆N₂O₂
  • Molecular Weight 184.24
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CC2NC2C1

Description

tert-Butyl 3,6-diazabicyclo[3.1.0]hexane-3-carboxylate features a rigid, electron-rich bicyclic scaffold that enables precise spatial control in synthetic applications. The tert-butyl ester group enhances solubility and stability, simplifying handling and purification. This compound serves as a key building block for constrained heterocycles in medicinal chemistry and catalytic ligand design.

Application

tert-Butyl 3,6-diazabicyclo[3.1.0]hexane-3-carboxylate serves as a versatile scaffold for the synthesis of constrained heterocycles, enabling efficient access to bicyclic amine building blocks. Its tert-butyl ester group offers excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. The molecule exhibits robust functional group tolerance and participates reliably in standard coupling reactions, making it a practical choice for medicinal chemistry campaigns requiring rigid, stereochemically defined frameworks.

Synthesis

  • Route1
    • null|null
      1202067-51-3
    • ~%
    • In-stock
      tert-Butyl 3,6-diazabicyclo[3.1.0]hexane-3-carboxylate|CS-0042777
      1262407-18-0

    References

    • WO2012/145361 A1, ; Page/Page column 203; 204 ;
  • Route2

    References

    • WO2012/145361 A1, ;
  • Route3
    • null|null
      190792-84-8
    • ~%
    • In-stock
      tert-Butyl 3,6-diazabicyclo[3.1.0]hexane-3-carboxylate|CS-0042777
      1262407-18-0

    References

    • WO2012/145361 A1, ;

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

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Computational Chemistry Data

  • TPSA   51.48
  • LogP   0.5775
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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