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CS-W001157 4
Total: USD 88.00

3-Iodooxetane

  • CAS No. 26272-85-5

  • Cat. No. CS-W017022
  • Purity≥98%
  • MDL No.MFCD08544403

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

3-Iodooxetane|CS-W017022

Structure of 26272-85-5

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General Information

  • CAS No. 26272-85-5
  • Cat. No. CS-W017022
  • Purity ≥98%
  • MDL No. MFCD08544403
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₅IO
  • Molecular Weight 183.98
  • Synonym(s) None
  • SMILES IC1COC1

Description

3-Iodooxetane is a strained, bench-stable heterocycle featuring a reactive iodine substituent at the 3-position. This configuration enables efficient ring-opening under mild conditions, facilitating its use in bioconjugation and synthetic transformations. The molecule integrates readily into complex architectures via nucleophilic displacement, offering a reliable route to functionalized oxetane derivatives with controlled reactivity.

Application

3-Iodooxetane serves as a versatile, bench-stable building block for the construction of oxetane-containing scaffolds in medicinal chemistry. Its iodine substituent enables efficient cross-coupling reactions with palladium catalysts, facilitating rapid access to functionalized oxetanes. The strained four-membered ring enhances metabolic stability and improves physicochemical properties in drug candidates. This reagent exhibits excellent functional group tolerance and is compatible with standard synthetic workflows, making it ideal for late-stage diversification in API development.

Synthesis

  • Route1

    References

    • Duncton, Matthew A. J.; Estiarte, M. Angels; Tan, Darlene; Kaub, Carl; O'Mahony, Donogh J. R.; Johnson, Russell J.; Cox, Matthew; Edwards, William T.; Wan, Min; Kincaid, John; Kelly, Michael G. Organic Letters, 2008 , vol. 10, # 15 p. 3259 - 3262

Safety Information

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GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅲ
Hazard Statements : H226-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   0.8202
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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