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(1-Benzhydrylazetidin-3-yl)methanol

  • CAS No. 72351-36-1

  • Cat. No. CS-0046194
  • Purity≥98%
  • MDL No.MFCD03407522

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

(1-Benzhydrylazetidin-3-yl)methanol|CS-0046194

Structure of 72351-36-1

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General Information

  • CAS No. 72351-36-1
  • Cat. No. CS-0046194
  • Purity ≥98%
  • MDL No. MFCD03407522
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₁₉NO
  • Molecular Weight 253.34
  • Synonym(s) 1-Benzhydryl-3-(hydroxymethyl)azetidine
  • SMILES OCC1CN(C(C2=CC=CC=C2)C3=CC=CC=C3)C1

Description

This azetidinylmethanol derivative features a benzhydryl-protected amine scaffold, offering enhanced stability and solubility in polar solvents. The tertiary alcohol functionality enables direct functionalization or derivatization under mild conditions. This robust, bench-stable building block integrates efficiently into complex molecular architectures for medicinal chemistry applications.

Application

(1-Benzhydrylazetidin-3-yl)methanol serves as a versatile chiral building block for the synthesis of bioactive heterocycles, particularly in medicinal chemistry. Its azetidine core exhibits enhanced metabolic stability and improved membrane permeability compared to larger saturated rings. The benzylic alcohol functionality enables straightforward derivatization—via oxidation, protection, or coupling reactions—facilitating rapid access to diverse analogs. Bench-stable and compatible with standard synthetic workflows, it functions effectively in both small-molecule discovery and API scaffold development.

Synthesis

  • Route1

    References

    • Daiichi Sankyo Company, Limited Patent: EP1961750 A1, 2008 ; Location in patent: Page/Page column 78-79 ;
  • Route2

    References

    • BAYER HEALTHCARE AG Patent: WO2006/72353 A1, 2006 ; Location in patent: Page/Page column 53 ;
  • Route3

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 20 p. 6031 - 6035

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-P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   23.47
  • LogP   2.7001
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   4

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