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CS-W001157 4
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(S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one

  • CAS No. 132278-63-8

  • Cat. No. CS-0023189
  • Purity≥95%
  • MDL No.MFCD20482089

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

(S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one|CS-0023189

Structure of 132278-63-8

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General Information

  • CAS No. 132278-63-8
  • Cat. No. CS-0023189
  • Purity ≥95%
  • MDL No. MFCD20482089
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₈N₂O
  • Molecular Weight 218.29
  • Synonym(s) (5S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one
  • SMILES O=C1N(C)C(C)(C)N[C@H]1CC2=CC=CC=C2

Description

This chiral imidazolidinone features a sterically hindered core with a benzyl group at the 5-position, enabling selective reactivity in asymmetric synthesis. The trimethyl substitution enhances stability and solubility, while the lactam scaffold provides a rigid framework for stereocontrol. Ideal for constructing complex nitrogen-containing architectures under mild conditions.

Application

(S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one serves as a chiral building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. Its rigid imidazolidinone core offers excellent functional group tolerance and bench stability, enabling efficient transformations in standard coupling and reduction protocols. The stereogenic center supports enantioselective synthesis, while the benzyl and methyl substituents enhance solubility and reactivity in diverse reaction environments.

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-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   32.34
  • LogP   1.3954
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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