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CS-W001157 4
Total: USD 88.00

6-Boc-3,6-Diazabicyclo[3.2.0]heptane

  • CAS No. 122848-57-1

  • Cat. No. CS-W003708
  • Purity≥97%
  • MDL No.MFCD09991605

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

6-Boc-3,6-Diazabicyclo[3.2.0]heptane|CS-W003708

Structure of 122848-57-1

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General Information

  • CAS No. 122848-57-1
  • Cat. No. CS-W003708
  • Purity ≥97%
  • MDL No. MFCD09991605
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₈N₂O₂
  • Molecular Weight 198.26
  • Synonym(s) Tert-butyl 3,6-diazabicyclo[3.2.0]heptane-6-carboxylate
  • SMILES O=C(N1CC2C1CNC2)OC(C)(C)C

Description

6-Boc-3,6-diazabicyclo[3.2.0]heptane delivers a sterically constrained, bench-stable scaffold for asymmetric synthesis and catalysis. The Boc-protected diamine moiety enables sequential functionalization while maintaining solubility in common organic solvents. This bicyclic core integrates seamlessly into ligand design and reagent development, offering precise spatial control over coordination environments.

Application

6-Boc-3,6-diazabicyclo[3.2.0]heptane serves as a robust, bench-stable scaffold for the construction of nitrogen-rich heterocycles in medicinal chemistry. Its protected diamine functionality enables selective functionalization and orthogonal deprotection, facilitating access to diverse bicyclic amine derivatives. The Boc group ensures excellent stability during synthesis and purification, while the rigid bicyclic framework provides defined stereochemistry and conformational restraint—key attributes for optimizing ligand-receptor interactions in target-directed synthesis.

Synthesis

  • Route1
    • 3-Benzyl 6-tert-butyl 3,6-diazabicyclo[3.2.0]heptane-3,6-dicarboxylate|CS-0054953
      370880-79-8
    • ~64%
    • In-stock
      6-Boc-3,6-Diazabicyclo[3.2.0]heptane|CS-W003708
      122848-57-1

    References

    • JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T. Patent: WO2011/50202 A1, 2011 ; Location in patent: Page/Page column 50 ; WO 2011/050202 A1
  • Route2
    • Benzyl 3-amino-4-(hydroxymethyl)pyrrolidine-1-carboxylate|CS-B0700
      1017789-40-0
    • ~%
    • In-stock
      6-Boc-3,6-Diazabicyclo[3.2.0]heptane|CS-W003708
      122848-57-1

    References

    • JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T. Patent: WO2011/50202 A1, 2011 ; WO 2011/050202 A1
  • Route3

    References

    • JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T. Patent: WO2011/50202 A1, 2011 ; WO 2011/050202 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

Quality Control

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Computational Chemistry Data

  • TPSA   41.57
  • LogP   0.8251
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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