(4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone

CAS 77943-39-6C10H11NO2Chemical Synthesis

(4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone (CAS: 77943-39-6) is a chiral auxiliary with the molecular formula C10H11NO2 and a molecular weight of 177.20 g/mol. This enantiomerically pure compound is valuable in asymmetric synthesis. It is primarily employed to control stereochemistry in condensation reactions, facilitating the synthesis of complex chiral molecules with high optical purity.

IUPAC: (4R,5S)-4-Methyl-5-phenyl-2-oxazolidinone
Synonyms: (4R,5S)-4-Methyl-5-phenyl-2-oxazolidinoneC10H11NO2

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(4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone (C10H11NO2) — chemical structure, CAS 77943-39-6; Chemistry, fine chemical supplied by Tech Serve Solutions

Asymmetric SynthesisChemical SynthesisChiral AuxiliariesOxazolidinone Derivatives

01 /Applications

Chiral Auxiliary in Condensation Reactions

This oxazolidinone derivative serves as a chiral auxiliary, directing the stereochemical outcome of condensation reactions involving acyl halides. It enables the synthesis of enantiomerically enriched products.

Synthesis of Carboxylic Acid Derivatives

It is utilised in condensation reactions with carboxylic acids, acting as a chiral directing group. This application is crucial for the stereoselective formation of various chiral building blocks.

Asymmetric Synthesis

The compound is a key reagent in asymmetric synthesis, providing a reliable method for introducing chirality into organic molecules. Its efficacy is demonstrated in numerous synthetic pathways requiring precise stereocontrol.

02 /Properties

Molecular weight	177.20
Empirical formula	C10H11NO2
Assay	99%
Optical activity	[α]18/D +168°, c = 2 in chloroform
Optical purity	ee: 98% (GLC)
Application	Chiral auxiliary in condensation reactions with acyl halides1,2,3 and carboxylic acids.4,5,6
Melting point	121-123 °C(lit.)

03 /Safety & handling

Protective equipment	Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Water hazard class (WGK, DE)	3

Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.

04 /Identifiers & registry

CAS number

77943-39-6

MDL number

MFCD00010845

PubChem substance

24858003

Beilstein registry

1211705

05 /Quality & supply

Documentation

Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.

Supply & logistics

Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.

06 /Frequently asked questions

What is (4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone used for?

(4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone is used as a chiral auxiliary in condensation reactions with acyl halides and carboxylic acids, playing a key role in asymmetric synthesis to control stereochemistry.

What is the CAS number and molecular formula for this compound?

The CAS number is 77943-39-6, and the molecular formula is C10H11NO2.

What grade and purity does Tech Serve Solutions supply?

Tech Serve Solutions supplies (4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone with an assay of 99% and optical purity of ee: 98%. This is a research grade material and is not represented as USP, BP, or EP.

What are the safety and handling recommendations?

Handle with appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. This compound has a WGK Germany rating of 3, indicating it is hazardous to water.

How is this chemical shipped and exported?

Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals and reagents, ensuring proper packaging and compliance for international shipments.