Description

n-Crotonyl-(4R,5S)-4-Methyl 5-Phenyl-2-Oxazolidinone is a high-purity chiral oxazolidinone derivative, widely recognized as a versatile Evans-type auxiliary in asymmetric synthesis. Its core value lies in enabling the stereoselective construction of complex molecules, ensuring high enantiomeric excess in critical synthetic steps. This compound is essential for research and development chemists in the pharmaceutical and fine chemical industries, particularly for the production of active pharmaceutical ingredients (APIs) and advanced intermediates.

Application

• Asymmetric Aldol Reactions: Serves as a chiral auxiliary for the stereocontrolled formation of carbon-carbon bonds, a fundamental transformation in organic synthesis.
• Pharmaceutical Intermediate Synthesis: A key building block in the multi-step synthesis of complex drug candidates, including those targeting central nervous system (CNS) disorders and infectious diseases.
• Natural Product Synthesis: Used in the total synthesis of complex natural products with multiple stereocenters, where precise control of chirality is paramount.
• Methodology Development: Employed in academic and industrial R&D for developing new catalytic and stoichiometric asymmetric methodologies.
• Peptidomimetic Chemistry: Facilitates the synthesis of non-natural amino acid derivatives and peptide analogs with enhanced biological stability.
• Catalyst and Ligand Preparation: Acts as a precursor for chiral catalysts and ligands used in enantioselective metal-catalyzed reactions.

Basic Information

Product Name	n-Crotonyl-(4R,5S)-4-Methyl 5-Phenyl-2-Oxazolidinone
CAS No.	90719-31-6
Molecular Formula	C₁₄H₁₅NO₃
Molecular Weight	245.27 g/mol
Synonyms	(4R,5S)-4-Methyl-5-phenyl-3-[(2E)-2-butenoyl]-2-oxazolidinone; (4R,5S)-N-Crotonyl-4-methyl-5-phenyl-2-oxazolidinone; Evans Auxiliary (Crotonyl Derivative); (4R,5S)-3-(2-Butenoyl)-4-methyl-5-phenyl-2-oxazolidinone; (R,S)-N-Crotonyl-4-methyl-5-phenyloxazolidin-2-one; (4R-cis)-3-[(2E)-2-Butenoyl]-4-methyl-5-phenyl-2-oxazolidinone; Crotonyl Evans Auxiliary
EINECS	Contact for details

Quality Control

Our n-Crotonyl-(4R,5S)-4-Methyl 5-Phenyl-2-Oxazolidinone is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing to ensure high chemical and chiral purity, meeting the stringent requirements for advanced synthetic applications. Certificates of Analysis (COA) detailing identity, purity (HPLC), enantiomeric excess, and impurity profiles 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 compound is hygroscopic (moisture-sensitive); therefore, containers must be kept tightly sealed and under an inert atmosphere (e.g., nitrogen or argon) for long-term storage to prevent degradation.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (Chiral HPLC)	≥ 99.0%
Melting Point	Contact for details
Loss on Drying	≤ 0.5%
Residue on Ignition	≤ 0.1%
Heavy Metals	≤ 10 ppm

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