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CS-W001157 4
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3-Boc-3,8-Diazabicyclo[3.2.1]octane

  • CAS No. 201162-53-0

  • Cat. No. CS-W004996
  • Molecule weightNone
  • Purity≥97%
  • MDL No.MFCD17016700

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

3-Boc-3,8-Diazabicyclo[3.2.1]octane|CS-W004996

Structure of 201162-53-0

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General Information

  • CAS No. 201162-53-0
  • Cat. No. CS-W004996
  • Purity ≥97%
  • MDL No. MFCD17016700
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₀N₂O₂
  • Molecular Weight None
  • Synonym(s) Tert-butyl 3,8-diazabicyclo[3.2.1]octane-3-carboxylate
  • SMILES CC(OC(N1C[C@H]2CC[C@@H](C1)N2)=O)(C)C

Description

3-Boc-3,8-diazabicyclo[3.2.1]octane offers a protected diamine scaffold ideal for sequential functionalization in synthetic routes. The Boc group enables stable storage and controlled deprotection, while the rigid bicyclic framework provides defined spatial orientation for asymmetric synthesis. This compound integrates seamlessly into catalyst design and ligand development.

Application

3-Boc-3,8-diazabicyclo[3.2.1]octane serves as a stable, bench-friendly nitrogen heterocycle that functions as a versatile scaffold for medicinal chemistry and catalytic applications. The Boc-protected amine enables straightforward deprotection and functionalization, while the bicyclic framework imparts conformational rigidity and enhanced basicity. It facilitates efficient synthesis of complex amines and acts as a building block in the construction of bioactive molecules and transition-metal catalysts.

Synthesis

  • Route1
    • tert-Butyl 8-benzyl-3,8-diazabicyclo[3.2.1]octane-3-carboxylate|CS-0183469
      201162-52-9
    • ~99%
    • In-stock
      3-Boc-3,8-Diazabicyclo[3.2.1]octane|CS-W004996
      201162-53-0

    References

    • Basha, Anwer; Bunnelle, William H.; Dart, Michael J.; Gallagher, Megan E.; Ji, Jianguo; Li, Tao; Pace, Jennifer M.; Ryther, Keith B.; Tietje, Karin R.; Mortell, Kathleen H.; Nersesian, Diana L.; Schrimpf, Michael R. Patent: US2005/101602 A1, 2005 ; Location in patent: Page/Page column 35 ;
  • Route2
    • 8-Benzyl-3,8-diazabicyclo[3.2.1]octane|CS-0054018
      93428-56-9
    • ~%
    • In-stock
      3-Boc-3,8-Diazabicyclo[3.2.1]octane|CS-W004996
      201162-53-0

    References

    • Journal of Medicinal Chemistry, , vol. 41, # 5 p. 674 - 681
  • Route3
    • null|null
      98068-06-5
    • ~%
    • In-stock
      3-Boc-3,8-Diazabicyclo[3.2.1]octane|CS-W004996
      201162-53-0

    References

    • Journal of Medicinal Chemistry, , vol. 41, # 5 p. 674 - 681

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS05
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P310-P312-P330-P332+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   41.57
  • LogP   1.3577
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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