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CS-W001157 4
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1-Benzylazetidin-3-ol

  • CAS No. 54881-13-9

  • Cat. No. CS-W002713
  • Purity≥98%
  • MDL No.MFCD00963607

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

1-Benzylazetidin-3-ol|CS-W002713

Structure of 54881-13-9

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General Information

  • CAS No. 54881-13-9
  • Cat. No. CS-W002713
  • Purity ≥98%
  • MDL No. MFCD00963607
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃NO
  • Molecular Weight 163.22
  • Synonym(s) 1-Benzyl-3-azetidinol
  • SMILES OC1CN(C1)Cc1ccccc1

Description

1-Benzylazetidin-3-ol features a rigid azetidine core with a benzyl substituent and a hydroxyl group at the 3-position, offering enhanced stability and solubility. This configuration enables efficient integration into bioactive molecules, particularly in kinase inhibitor scaffolds and CNS-targeted pharmaceuticals.

Application

1-Benzylazetidin-3-ol serves as a versatile chiral building block in medicinal chemistry, enabling the synthesis of bioactive azetidine-containing scaffolds. Its benzyl-protected hydroxyl group offers enhanced stability and facilitates selective functionalization, while the tertiary alcohol participates reliably in coupling and cyclization reactions. The molecule functions as a key intermediate in the construction of heterocyclic pharmacophores, particularly in CNS-targeted compounds and kinase inhibitors.

Synthesis

  • Route1
    • null|null
      111043-42-6
    • ~87%
    • 1-Benzylazetidin-3-ol|CS-W002713
      54881-13-9

    References

    • Higgins, Robert H.; Eaton, Quentin L.; Worth, Leroy; Peterson, Myra V. Journal of Heterocyclic Chemistry, 1987 , vol. 24, p. 255 - 259
  • Route2
    • 1-(Benzylamino)-3-chloropropan-2-ol|CS-0270026
      75605-52-6
    • ~95%
    • 1-Benzylazetidin-3-ol|CS-W002713
      54881-13-9

    References

    • Isoda, Takeshi; Yamamura, Itsuki; Tamai, Satoshi; Kumagai, Toshio; Nagao, Yoshimitsu Chemical and Pharmaceutical Bulletin, 2006 , vol. 54, # 10 p. 1408 - 1411
  • Route3
    • null|null
      100-46-9
    • null|null
      106-89-8
    • ~%
    • 1-Benzylazetidin-3-ol|CS-W002713
      54881-13-9

    References

    • WO2006/15194 A2, ; Page/Page column 13 ;

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   23.47
  • LogP   0.8631
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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