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CS-W001157 4
Total: USD 88.00

1-Benzhydryl-3-iodoazetidine

  • CAS No. 125735-40-2

  • Cat. No. CS-0006549
  • Purity≥96%
  • MDL No.MFCD08062427

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

1-Benzhydryl-3-iodoazetidine|CS-0006549

Structure of 125735-40-2

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General Information

  • CAS No. 125735-40-2
  • Cat. No. CS-0006549
  • Purity ≥96%
  • MDL No. MFCD08062427
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₁₆IN
  • Molecular Weight 349.21
  • Synonym(s) N-Benzhydryl-3-iodoazetidine
  • SMILES IC1CN(C(C2=CC=CC=C2)C3=CC=CC=C3)C1

Description

1-Benzhydryl-3-iodoazetidine is a sterically constrained, bench-stable azetidine derivative featuring a benzylic scaffold that enhances solubility and stability. The iodine atom at the 3-position enables efficient coupling in late-stage functionalization, while the strained ring facilitates rapid ring-opening reactions. This compound serves as a key building block for bioactive molecule synthesis.

Application

1-Benzhydryl-3-iodoazetidine serves as a versatile building block for the synthesis of nitrogen-containing heterocycles and bioactive molecules. The azetidine core provides strain-driven reactivity, while the iodo substituent enables palladium-catalyzed cross-coupling reactions. Bench-stable and readily purified, it functions effectively in late-stage functionalization and diversification workflows common in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • WO2011/61214 A1, ; Page/Page column 159-160 ; WO 2011/061214 A1
  • Route2
    • In-stock
      1-Benzhydryl-3-azetidinyl methanesulfonate|CS-W004087
      33301-41-6
    • ~13%
    • In-stock
      1-Benzhydryl-3-iodoazetidine|CS-0006549
      125735-40-2
    • 1-Benzhydryl-3-nitroazetidine|CS-0539962
      125735-37-7

    References

    • Journal of Organic Chemistry, , vol. 55, # 9 p. 2920 - 2924
  • Route3

    References

    • WO2011/61214 A1, ; WO 2011/061214 A1

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   3.24
  • LogP   3.8952
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   3

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