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CS-W001157 4
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tert-Butyl 3,6-diazabicyclo[3.1.1]heptane-6-carboxylate

  • CAS No. 869494-16-6

  • Cat. No. CS-0029696
  • Purity≥97%
  • MDL No.MFCD17016736

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

tert-Butyl 3,6-diazabicyclo[3.1.1]heptane-6-carboxylate|CS-0029696

Structure of 869494-16-6

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General Information

  • CAS No. 869494-16-6
  • Cat. No. CS-0029696
  • Purity ≥97%
  • MDL No. MFCD17016736
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈N₂O₂
  • Molecular Weight 198.26
  • Synonym(s) tert-Butyl (1S,5R)-3,6-diazabicyclo[3.1.1]heptane-6-carboxylate
  • SMILES O=C(N1C2CNCC1C2)OC(C)(C)C

Description

tert-Butyl 3,6-diazabicyclo[3.1.1]heptane-6-carboxylate features a rigid bicyclic scaffold with two nitrogen atoms positioned for strategic coordination and functionalization. This bench-stable, moisture-tolerant reagent integrates readily into medicinal chemistry campaigns, enabling efficient access to constrained heterocyclic architectures through straightforward deprotection or coupling reactions.

Application

tert-Butyl 3,6-diazabicyclo[3.1.1]heptane-6-carboxylate serves as a conformationally constrained diamine building block, enabling efficient access to nitrogen-rich heterocycles in medicinal chemistry. The protected amine functionality offers excellent bench stability and compatibility with standard coupling reactions, while the bicyclic core provides defined spatial orientation for target-directed synthesis. Its robust functional group tolerance facilitates downstream transformations essential in API development workflows.

Synthesis

  • Route1
    • null|null
      1414540-41-2
    • ~78%
    • In-stock
      tert-Butyl 3,6-diazabicyclo[3.1.1]heptane-6-carboxylate|CS-0029696
      869494-16-6

    References

    • Walker, Daniel P.; Bedore, Matthew W. Tetrahedron Letters, 2012 , vol. 53, # 47 p. 6332 - 6334
  • Route2
    • 1-(Tert-butyl) 2,4-diethyl (2R,4S)-azetidine-1,2,4-tricarboxylate|CS-0489669
      1414540-31-0
    • ~%
    • In-stock
      tert-Butyl 3,6-diazabicyclo[3.1.1]heptane-6-carboxylate|CS-0029696
      869494-16-6

    References

    • Walker, Daniel P.; Bedore, Matthew W. Tetrahedron Letters, 2012 , vol. 53, # 47 p. 6332 - 6334
  • Route3
    • tert-Butyl (2R,4S)-2,4-bis(hydroxymethyl)azetidine-1-carboxylate|CS-0112566
      1016233-26-3
    • ~%
    • In-stock
      tert-Butyl 3,6-diazabicyclo[3.1.1]heptane-6-carboxylate|CS-0029696
      869494-16-6

    References

    • Walker, Daniel P.; Bedore, Matthew W. Tetrahedron Letters, 2012 , vol. 53, # 47 p. 6332 - 6334

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

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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