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endo-tert-Butyl 8-azabicyclo[3.2.1]octan-3-ylcarbamate

  • CAS No. 132234-69-6

  • Cat. No. CS-0043277
  • Purity≥98%
  • MDL No.None

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

endo-tert-Butyl 8-azabicyclo[3.2.1]octan-3-ylcarbamate|CS-0043277

Structure of 132234-69-6

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General Information

  • CAS No. 132234-69-6
  • Cat. No. CS-0043277
  • Purity ≥98%
  • MDL No. None
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₂₂N₂O₂
  • Molecular Weight 226.32
  • Synonym(s) endo-3-Boc-aminotropane
  • SMILES CC(C)(C)OC(N[C@H]1C[C@@H]2N[C@@H](CC2)C1)=O.[Relative Stereochemistry]

Description

endo-tert-Butyl 8-azabicyclo[3.2.1]octan-3-ylcarbamate is a sterically hindered, bench-stable carbamate derivative that integrates a constrained bicyclic scaffold with a protected amine functionality. This configuration enables selective incorporation into complex molecular architectures, particularly in the synthesis of nitrogen-containing heterocycles and bioactive small molecules. The endo stereochemistry enhances conformational rigidity, improving predictability in asymmetric transformations.

Application

endo-tert-Butyl 8-azabicyclo[3.2.1]octan-3-ylcarbamate serves as a conformationally restricted, bench-stable building block for medicinal chemistry and catalytic asymmetric synthesis. The rigid bicyclic scaffold imparts defined stereochemistry, while the tert-butyl carbamate group enables selective deprotection under mild acidic conditions. It functions as a versatile precursor in the construction of nitrogen-containing heterocycles and bioactive scaffolds, demonstrating compatibility with standard coupling and functionalization protocols.

Synthesis

  • Route1
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      132234-70-9
    • ~%
    • In-stock
      endo-tert-Butyl 8-azabicyclo[3.2.1]octan-3-ylcarbamate|CS-0043277
      132234-69-6

    References

    • Journal of Medicinal Chemistry, , vol. 34, # 2 p. 656 - 663
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 34, # 2 p. 656 - 663
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 34, # 2 p. 656 - 663

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   50.36
  • LogP   1.7941
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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