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CS-W001157 4
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Methyl 1-benzylazetidine-2-carboxylate

  • CAS No. 18085-37-5

  • Cat. No. CS-0042582
  • Purity≥97%
  • MDL No.MFCD06657098

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

Methyl 1-benzylazetidine-2-carboxylate|CS-0042582

Structure of 18085-37-5

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General Information

  • CAS No. 18085-37-5
  • Cat. No. CS-0042582
  • Purity ≥97%
  • MDL No. MFCD06657098
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅NO₂
  • Molecular Weight 205.25
  • Synonym(s) METHYL 1-BENZYL-2-AZETIDINECARBOXYLATE
  • SMILES COC(=O)C1CCN1CC1=CC=CC=C1

Description

Methyl 1-benzylazetidine-2-carboxylate is a conformationally constrained, nitrogen-rich heterocyclic building block featuring a benzyl-protected azetidine core. This stable, bench-ready reagent integrates readily into medicinal chemistry campaigns, enabling direct access to bioactive analogs through late-stage functionalization. The ester moiety supports further derivatization while the benzyl group ensures compatibility with standard synthetic protocols.

Application

Methyl 1-benzylazetidine-2-carboxylate serves as a versatile chiral building block for the synthesis of bioactive azetidine-containing compounds. The benzyl-protected amine and ester functionalities enable orthogonal reactivity in peptide coupling, hydrogenation, and heterocycle elaboration. Its bench-stable nature and compatibility with standard synthetic protocols facilitate efficient access to medicinally relevant scaffolds.

Synthesis

  • Route1
    • null|null
      29547-04-4
    • null|null
      100-46-9
    • ~66%
    • In-stock
      Methyl 1-benzylazetidine-2-carboxylate|CS-0042582
      18085-37-5

    References

    • Tetrahedron, , vol. 68, # 22 p. 4117 - 4128
  • Route2
    • null|null
      124685-61-6
    • ~45%
    • null|null
      124619-68-7
    • In-stock
      Methyl 1-benzylazetidine-2-carboxylate|CS-0042582
      18085-37-5
    • null|null
      199620-14-9

    References

    • Journal of the American Chemical Society, , vol. 112, # 6 p. 2264 - 2273
  • Route3
    • null|null
      67-56-1
    • null|null
      201230-82-2
    • ~45%
    • null|null
      124619-68-7
    • In-stock
      Methyl 1-benzylazetidine-2-carboxylate|CS-0042582
      18085-37-5

    References

    • Journal of the American Chemical Society, , vol. 112, # 6 p. 2264 - 2273

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   1.4339
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   3

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