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CS-W001157 4
Total: USD 88.00

(S)-3,4-Dimethyloxazolidine-2,5-dione

  • CAS No. 58311-53-8

  • Cat. No. CS-0053178
  • Purity≥98%
  • MDL No.MFCD27925868

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

(S)-3,4-Dimethyloxazolidine-2,5-dione|CS-0053178

Structure of 58311-53-8

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General Information

  • CAS No. 58311-53-8
  • Cat. No. CS-0053178
  • Purity ≥98%
  • MDL No. MFCD27925868
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₇NO₃
  • Molecular Weight 129.11
  • Synonym(s) (4S)-3,4-dimethyl-1,3-oxazolidine-2,5-dione
  • SMILES C[C@@H]1N(C)C(=O)OC1=O

Description

(S)-3,4-Dimethyloxazolidine-2,5-dione is a chiral synthon featuring a rigid oxazolidinone core with defined stereochemistry at the 3 and 4 positions. This bench-stable scaffold integrates seamlessly into asymmetric synthesis workflows, offering predictable diastereoselectivity in enantioselective transformations. The methyl groups enhance steric control and solubility in common organic solvents.

Application

(S)-3,4-Dimethyloxazolidine-2,5-dione serves as a stable, bench-ready chiral synthon for the construction of heterocyclic scaffolds and peptide-like architectures. Its well-defined stereochemistry enables stereoselective transformations in asymmetric synthesis, while its functional group tolerance facilitates downstream derivatization. The molecule functions effectively in cycloaddition reactions and acts as a key building block in the development of biologically relevant frameworks.

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   -0.0165
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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