Description

(S)-(-)-4-Benzyl-2-Oxazolidinone CAS NO 90319-32-7 is a high-value, enantiomerically pure chiral auxiliary and building block widely used in asymmetric synthesis. Its importance lies in its ability to induce high stereoselectivity in a variety of carbon-carbon bond-forming reactions, enabling the production of single-enantiomer compounds. This product is essential for research and development laboratories and production facilities in the pharmaceutical, agrochemical, and fine chemical industries that require precise stereochemical control.

Application

• Asymmetric Aldol Reactions: As a chiral auxiliary for the Evans aldol reaction to synthesize β-hydroxy carbonyl compounds with high diastereoselectivity.
• Alkylation Reactions: For the enantioselective alkylation of enolates derived from acylated derivatives of this oxazolidinone.
• Pharmaceutical Intermediate: A key chiral synthon in the synthesis of active pharmaceutical ingredients (APIs), particularly those containing β-amino alcohol or α-hydroxy acid motifs.
• Agrochemical Synthesis: Used in the production of enantiomerically pure herbicides, fungicides, and plant growth regulators.
• Catalyst and Ligand Preparation: Serves as a precursor for chiral catalysts and ligands used in metal-catalyzed asymmetric transformations.
• Academic and Process R&D: A fundamental tool in methodological development for organic and medicinal chemistry research.

Basic Information

Product Name	(S)-(-)-4-Benzyl-2-Oxazolidinone
CAS No.	90319-32-7
Molecular Formula	C10H11NO2
Molecular Weight	177.20 g/mol
Synonyms	(S)-4-Benzyl-2-oxazolidinone; (S)-(-)-4-Benzyl-2-oxazolidinone; (S)-4-Benzyloxazolidin-2-one; Evans Auxiliary; (S)-N-Benzyloxazolidinone; (4S)-4-Benzyl-1,3-oxazolidin-2-one; (S)-N-Benzyl-2-oxazolidinone; (S)-4-Benzyl-2-oxo-3-oxazolidinecarboxamide (related); L-Selectride® auxiliary (common context)
EINECS	Contact for details

Quality Control

Our (S)-(-)-4-Benzyl-2-Oxazolidinone is manufactured under strict quality management systems. Every batch undergoes rigorous analytical testing, including chiral purity analysis by HPLC, to ensure it meets the high standards required for asymmetric synthesis. Certificates of Analysis (COA) detailing identity, purity, enantiomeric excess, and other critical parameters are available upon request to support your quality assurance and regulatory needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, well-ventilated place at room temperature (15-25°C). This product is hygroscopic (moisture-sensitive); keep the container tightly sealed to prevent absorption of atmospheric moisture.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥98.0%
Enantiomeric Excess (ee)	≥99.0%
Melting Point	86 - 90 °C
Loss on Drying	≤0.5%
Heavy Metals	≤20 ppm
Residue on Ignition	≤0.1%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.