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CS-W001157 4
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exo-3-Azabicyclo[3.1.0]hexane-6-methanol

  • CAS No. 134575-13-6

  • Cat. No. CS-0049369
  • Purity≥95%
  • MDL No.None

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

exo-3-Azabicyclo[3.1.0]hexane-6-methanol|CS-0049369

Structure of 134575-13-6

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General Information

  • CAS No. 134575-13-6
  • Cat. No. CS-0049369
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₁NO
  • Molecular Weight 113.16
  • Synonym(s) (1R,5S,6R)-3-azabicyclo[3.1.0]hexan-6-ylmethanol
  • SMILES [H][C@@]12CNC[C@]1([H])[C@H]2CO

Description

exo-3-Azabicyclo[3.1.0]hexane-6-methanol delivers a rigid, nitrogen-containing bicyclic scaffold with a pendant primary alcohol for functionalization. The exo-oriented amine and methanol group enable selective derivatization while maintaining structural integrity under standard conditions. This configuration supports applications in medicinal chemistry and molecular probe design.

Application

exo-3-Azabicyclo[3.1.0]hexane-6-methanol serves as a rigid, conformationally constrained scaffold for medicinal chemistry applications. Its tertiary alcohol functionality enables straightforward derivatization, while the exo-oriented nitrogen enhances solubility and metabolic stability. The bicyclic core exhibits favorable stereochemical control in downstream transformations, facilitating efficient access to diverse heterocyclic architectures relevant to drug discovery.

Synthesis

  • Route1

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 14, # 11 p. 2773 - 2776
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 14, # 11 p. 2773 - 2776
  • Route3
    • (1R,5S,6r)-2,4-dioxo-3-oxabicyclo[3.1.0]Hexane-6-carboxylic acid|CS-0521198
      187681-87-4
    • ~%
    • In-stock
      exo-3-Azabicyclo[3.1.0]hexane-6-methanol|CS-0049369
      134575-13-6

    References

    • Org. Process Res. Dev., , vol. 15, # 5 p. 1052 - 1062

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-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   32.26
  • LogP   -0.5559
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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