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CS-W001157 4
Total: USD 88.00

1-[(4-Methylphenyl)sulfonyl]-3-azetidinone

  • CAS No. 76543-27-6

  • Cat. No. CS-0052872
  • Purity≥97%
  • MDL No.None

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

1-[(4-Methylphenyl)sulfonyl]-3-azetidinone|CS-0052872

Structure of 76543-27-6

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General Information

  • CAS No. 76543-27-6
  • Cat. No. CS-0052872
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁NO₃S
  • Molecular Weight 225.26
  • Synonym(s) 1-Tosylazetidin-3-one
  • SMILES CC1=CC=C(C=C1)S(=O)(=O)N1CC(=O)C1

Description

This 1-[(4-methylphenyl)sulfonyl]-3-azetidinone features a sterically constrained azetidinone core paired with a bench-stable, electron-deficient sulfonyl group. The para-methylphenyl moiety enhances solubility and modulates reactivity, enabling efficient incorporation into synthetic sequences requiring stable β-lactam scaffolds under standard conditions.

Application

1-[(4-Methylphenyl)sulfonyl]-3-azetidinone serves as a stable, bench-ready synthon for β-lactam synthesis, enabling efficient construction of medicinally relevant azetidinone scaffolds. Its sulfonyl group enhances functional group tolerance and facilitates downstream derivatization, while the strained four-membered ring promotes reactivity in nucleophilic addition and ring-opening processes. The compound functions reliably in standard amide coupling and transition-metal-catalyzed transformations, offering predictable behavior in both academic and industrial R&D workflows.

Safety Information

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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-P302+P352

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Computational Chemistry Data

  • TPSA   54.45
  • LogP   0.56842
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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