Description

(S)-4-Benzyl-3-[2-(4-Methoxyphenyl)Acetyl]-2-Oxazolidinone CAS NO 143589-97-3 is a high-purity, chiral oxazolidinone derivative widely utilized as a versatile Evans-type auxiliary in asymmetric synthesis. Its primary value lies in enabling the stereoselective construction of complex molecules, particularly in the synthesis of single-enantiomer active pharmaceutical ingredients (APIs). This compound is essential for research chemists and process development scientists in the pharmaceutical, agrochemical, and fine chemical industries who require reliable, high-quality chiral building blocks for efficient and scalable synthetic routes.

Application

• Asymmetric Alkylation Reactions: Employed as a chiral auxiliary for the enantioselective alkylation of enolates to construct quaternary stereocenters.
• Aldol Reaction Auxiliary: Facilitates highly diastereoselective aldol condensations, a key step in synthesizing polyketide natural products and complex drug molecules.
• Pharmaceutical Intermediate Synthesis: A critical precursor in the multi-step synthesis of chiral drugs targeting central nervous system (CNS) disorders, cardiovascular diseases, and anti-infective agents.
• Agrochemical Active Ingredient Development: Used in the research and production of enantiomerically pure herbicides, fungicides, and plant growth regulators.
• Academic and Process Chemistry Research: A standard reagent in university and industrial R&D labs for developing novel asymmetric methodologies and optimizing synthetic pathways.
• Custom Synthesis and Contract Manufacturing: Supplied to CDMOs (Contract Development and Manufacturing Organizations) for the production of bespoke chiral intermediates under cGMP conditions.

Basic Information

Product Name	(S)-4-Benzyl-3-[2-(4-Methoxyphenyl)Acetyl]-2-Oxazolidinone
CAS No.	143589-97-3
Molecular Formula	C19H19NO4
Molecular Weight	325.36 g/mol
Synonyms	(S)-4-Benzyl-3-(4-methoxyphenylacetyl)-2-oxazolidinone; (S)-4-Benzyl-3-(4-methoxyphenacyl)-2-oxazolidinone; (S)-N-(4-Methoxybenzoyl)-4-benzyl-2-oxazolidinone; (S)-4-Benzyl-3-(p-methoxyphenylacetyl)-2-oxazolidinone; Evans Auxiliary Derivative; (S)-N-[(4-Methoxyphenyl)acetyl]-4-(phenylmethyl)-2-oxazolidinone
EINECS	Contact for details

Quality Control

Our (S)-4-Benzyl-3-[2-(4-Methoxyphenyl)Acetyl]-2-Oxazolidinone is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral purity verification by HPLC, to ensure it meets the high standards required for advanced synthetic applications. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment and are available upon request.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This product is hygroscopic (moisture-sensitive); ensure the container is sealed tightly after each use to prevent degradation from atmospheric moisture.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0% ee
Loss on Drying	≤ 0.5%
Residue on Ignition	≤ 0.1%

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