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Methyl 1-benzhydrylazetidine-3-carboxylate

  • CAS No. 53871-06-0

  • Cat. No. CS-W006005
  • Purity≥95%
  • MDL No.MFCD03407521

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

Methyl 1-benzhydrylazetidine-3-carboxylate|CS-W006005

Structure of 53871-06-0

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General Information

  • CAS No. 53871-06-0
  • Cat. No. CS-W006005
  • Purity ≥95%
  • MDL No. MFCD03407521
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₁₉NO₂
  • Molecular Weight None
  • Synonym(s) Methyl 1-(diphenylmethyl)azetidine-3-carboxylate
  • SMILES O=C(C1CN(C(C2=CC=CC=C2)C3=CC=CC=C3)C1)OC

Description

Methyl 1-benzhydrylazetidine-3-carboxylate features a sterically encumbered azetidine core anchored to a benzhydryl group, delivering enhanced stability and synthetic utility. This bench-stable scaffold integrates readily into complex molecular architectures, enabling efficient access to bioactive heterocycles through modular transformations.

Application

Methyl 1-benzhydrylazetidine-3-carboxylate serves as a versatile chiral building block for medicinal chemistry and asymmetric synthesis. The benzhydryl group provides robust protection of the nitrogen, enhancing stability and facilitating purification. The azetidine core enables access to strained heterocycles relevant in drug discovery, while the ester functionality supports downstream transformations such as reduction, hydrolysis, or coupling reactions. Its bench-stable nature and compatibility with standard synthetic protocols make it ideal for modular scaffold construction.

Synthesis

  • Route1
    • In-stock
      1-Benzhydrylazetidine-3-carboxylic acid|CS-D0676
      36476-87-6
    • null|null
      74-88-4
    • ~83%
    • In-stock
      Methyl 1-benzhydrylazetidine-3-carboxylate|CS-W006005
      53871-06-0

    References

    • Eisai RandD Management Co., Ltd. Patent: US2008/214815 A1, 2008 ; Location in patent: Page/Page column 14 ;
  • Route2

    References

    • Shionogi and Co., Ltd. Patent: US4200628 A1, 1980 ;
  • Route3
    • null|null
      67-56-1
    • In-stock
      1-Benzhydrylazetidine-3-carboxylic acid|CS-D0676
      36476-87-6
    • ~%
    • In-stock
      Methyl 1-benzhydrylazetidine-3-carboxylate|CS-W006005
      53871-06-0

    References

    • US2010/249399 A1, ; Page/Page column 21 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   2.8808
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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