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CS-W001157 4
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3-Hydroxy-1-methylazetidine

  • CAS No. 111043-48-2

  • Cat. No. CS-0041554
  • Purity≥95%
  • MDL No.MFCD10565802

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

3-Hydroxy-1-methylazetidine|CS-0041554

Structure of 111043-48-2

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General Information

  • CAS No. 111043-48-2
  • Cat. No. CS-0041554
  • Purity ≥95%
  • MDL No. MFCD10565802
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₉NO
  • Molecular Weight 87.12
  • Synonym(s) 1-Methylazetidin-3-ol
  • SMILES OC1CN(C)C1

Description

3-Hydroxy-1-methylazetidine is a strained, four-membered heterocyclic amine featuring a hydroxyl group at the 3-position and a methyl substituent at nitrogen. This configuration imparts enhanced solubility and nucleophilicity, enabling efficient incorporation into bioactive molecules. The compound serves as a conformationally restricted scaffold in medicinal chemistry, facilitating targeted interactions with biological targets. Its bench-stable nature supports reliable handling under standard conditions.

Application

3-Hydroxy-1-methylazetidine serves as a versatile chiral building block in medicinal chemistry, enabling efficient access to bioactive heterocycles. Its strained azetidine core enhances metabolic stability and membrane permeability, while the hydroxyl and methyl groups offer orthogonal handles for derivatization. The compound exhibits excellent bench stability and facilitates straightforward purification, supporting its use in diverse coupling reactions and scaffold elaboration.

Synthesis

  • Route1
    • null|null
      111043-38-0
    • ~84%
    • In-stock
      3-Hydroxy-1-methylazetidine|CS-0041554
      111043-48-2

    References

    • Higgins, Robert H.; Eaton, Quentin L.; Worth, Leroy; Peterson, Myra V. Journal of Heterocyclic Chemistry, 1987 , vol. 24, p. 255 - 259
  • Route2
    • null|null
      28659-12-3
    • null|null
      74-89-5
    • ~%
    • In-stock
      3-Hydroxy-1-methylazetidine|CS-0041554
      111043-48-2

    References

    • Journal of Heterocyclic Chemistry, , vol. 24, p. 255 - 259

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.47
  • LogP   -0.7073
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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