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(1S,4S)-2-Methyl-2,5-diazabicyclo[2.2.1]heptane dihydrobromide

  • CAS No. 125224-62-6

  • Cat. No. CS-0053549
  • Purity≥97%
  • MDL No.MFCD01863510

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

(1S,4S)-2-Methyl-2,5-diazabicyclo[2.2.1]heptane dihydrobromide|CS-0053549

Structure of 125224-62-6

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General Information

  • CAS No. 125224-62-6
  • Cat. No. CS-0053549
  • Purity ≥97%
  • MDL No. MFCD01863510
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₄Br₂N₂
  • Molecular Weight 274.00
  • Synonym(s) (1S)-2-methyl-2,5-diazobicyclo[2.2.1]heptane dihydrobromide
  • SMILES Br.Br.CN1C[C@@H]2C[C@H]1CN2

Description

This chiral diamine scaffold features a rigid bicyclic framework with defined stereochemistry at the 1S,4S positions, delivering high enantioselectivity in asymmetric catalysis. The dihydrobromide salt form enhances solubility and stability for use in synthetic transformations requiring precise stereocontrol.

Application

(1S,4S)-2-Methyl-2,5-diazabicyclo[2.2.1]heptane dihydrobromide serves as a chiral, conformationally constrained diamine scaffold enabling efficient asymmetric synthesis. Its rigid bicyclic structure provides excellent stereocontrol in catalytic transformations, while the protonated amine centers offer strong basicity and improved solubility in polar media. The compound demonstrates high bench stability and facilitates straightforward purification, making it ideal for use in catalyst development, ligand design, and the construction of nitrogen-containing heterocycles relevant to medicinal chemistry.

Synthesis

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    • In-stock
      (1S,4S)-2-Methyl-2,5-diazabicyclo[2.2.1]heptane dihydrobromide|CS-0053549
      125224-62-6

    References

    • Braish, Tamim F.; Fox, Darell E. Journal of Organic Chemistry, 1990 ,  vol. 55,  # l  p. 1684 - 1687

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   15.27
  • LogP   0.8181
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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