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CS-W001157 4
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(S)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one

  • CAS No. 104266-90-2

  • Cat. No. CS-0154254
  • Purity≥97%
  • MDL No.MFCD09817644

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

(S)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one|CS-0154254

Structure of 104266-90-2

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General Information

  • CAS No. 104266-90-2
  • Cat. No. CS-0154254
  • Purity ≥97%
  • MDL No. MFCD09817644
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₁₉NO₃
  • Molecular Weight 261.32
  • Synonym(s) 4-Benzyl-3-(3-methyl-butyryl)-oxazolidin-2-one
  • SMILES CC(C)CC(=O)N1[C@@H](CC2=CC=CC=C2)COC1=O

Description

(S)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one is a chiral oxazolidinone scaffold featuring a benzylic stereocenter and a sterically hindered acyl group. This configuration enables high diastereoselective transformations in asymmetric synthesis, particularly in enantioselective C–H functionalization and conjugate addition reactions. The molecule exhibits bench-stable handling characteristics under standard conditions.

Application

(S)-4-Benzyl-3-(3-methylbutanoyl)oxazolidin-2-one serves as a versatile chiral building block in asymmetric synthesis, enabling efficient access to β-amino acid derivatives and peptidomimetics. Its oxazolidinone core provides excellent stereocontrol in nucleophilic ring-opening reactions, while the benzyl and isovaleryl side chains offer orthogonal functional handles for further diversification. Bench-stable and readily purified by chromatography, it functions reliably in standard peptide coupling and cascade reaction protocols.

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   46.61
  • LogP   2.6226
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   4

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