(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone
CAS 189028-93-1
CAS · 189028-93-1
Product Overview
(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone is a high-purity pharmaceutical-intermediates supplied for industrial and specialty chemical applications. Contact our team for specifications, packaging options and lead times.
Product Specifications
| Appearance | White to light yellow solid |
|---|---|
| Purity | 99.0% min |
| Identification | HPLC, 1H NMR Conform |
| 101-A | 0.2% max |
| 101-4 | 0.2% max |
| Any other unknown impurity | 0.2% max |
| Total impurities | 1.0% max |
| Water | 0.2% max |
| Loss on drying | 0.5% max |
| Residue on Ignition | 0.1% max |
Applications
(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone (CAS 189028-93-1) is a chiral oxazolidinone derivative widely used in medicinal chemistry and organic synthesis. It serves as a key intermediate in the synthesis of bioactive molecules, including antibiotics, enzyme inhibitors, and other pharmacologically active compounds. The oxazolidinone core, combined with the fluorophenyl and phenyl substituents, allows for precise modulation of stereochemistry and electronic properties, making it valuable in structure–activity relationship (SAR) studies. Additionally, it can be employed as a chiral auxiliary or ligand in asymmetric synthesis, facilitating the construction of enantiomerically pure compounds.
Benefits
The benefits of this compound arise from its stereochemical purity, structural rigidity, and functional versatility. The 4S-configuration ensures high enantioselectivity when used as a building block or chiral auxiliary. Its oxazolidinone ring provides chemical stability and multiple reactive sites for further functionalization, while the fluorophenyl and phenyl groups enhance lipophilicity and electronic tuning. The compound is compatible with standard organic solvents and reaction conditions, enabling efficient incorporation into complex synthetic sequences. These characteristics make it a reliable intermediate for drug discovery and asymmetric synthesis applications.
Conclusion
(4S)-3-[5-(4-Fluorophenyl)-1,5-dioxopenyl]-4-phenyl-2-oxazolidinone is a versatile chiral intermediate in medicinal chemistry and asymmetric synthesis. Its stereochemical precision, chemical stability, and functional versatility allow for the efficient construction of bioactive molecules, chiral auxiliaries, and enantiomerically pure compounds. By supporting selective synthesis and drug discovery efforts, it remains an important building block in modern chemical and pharmaceutical research.
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