(4S)-4-(Chloromethyl)-3-[(1R)-1-phenylethyl]-2-oxazolidinone
(4S)-4-(Chloromethyl)-3-[(1R)-1-phenylethyl]-2-oxazolidinone (CAS 444814-24-8) is a chiral auxiliary with the molecular formula C12H14ClNO2 and a molecular weight of 239.70 g/mol. This oxazolidinone derivative is primarily employed in asymmetric synthesis for the stereoselective introduction of chiral centres in organic molecules. Its utility lies in guiding reactions to favour the formation of specific enantiomers, making it valuable in complex organic synthesis and the development of enantiopure compounds.
![(4S)-4-(Chloromethyl)-3-[(1R)-1-phenylethyl]-2-oxazolidinone (C12H14ClNO2) — chemical structure, CAS 444814-24-8; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F444814-24-8.png&w=3840&q=75)
Chiral Auxiliary in Asymmetric Synthesis
This compound functions as a chiral auxiliary, facilitating enantioselective transformations in organic synthesis. It enables chemists to control the stereochemical outcome of reactions, leading to the preferential formation of one enantiomer over the other.
Building Block for Chiral Molecules
Its inherent chirality makes it a valuable building block for the construction of complex, enantiomerically pure molecules. This is particularly relevant in pharmaceutical research and development where stereochemistry is critical.
Stereoselective Alkylation
The chloromethyl group can participate in stereoselective alkylation reactions, allowing for the controlled installation of alkyl chains with defined stereochemistry adjacent to the oxazolidinone ring.
| Molecular weight | 239.70 |
|---|---|
| Empirical formula | C12H14ClNO2 |
| Assay | 98% |
| Optical purity | ee: 98% (GLC) |
| Melting point | 84-88 °C(lit.) |
| 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.
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.
What is (4S)-4-(Chloromethyl)-3-[(1R)-1-phenylethyl]-2-oxazolidinone primarily used for?
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It is primarily used as a chiral auxiliary in asymmetric synthesis for the stereoselective preparation of chiral organic molecules.
What is the CAS number and molecular formula for this compound?
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The CAS number is 444814-24-8, and the molecular formula is C12H14ClNO2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound at an assay of 98% and optical purity of ee: 98% (GLC). We do not represent this product as USP, BP, or EP grade.
How should this chemical be handled safely?
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Handle with appropriate personal protective equipment including eyeshields, gloves, and a type N95 (US) or type P1 (EN143) respirator filter. This compound has a WGK Germany rating of 3, indicating it is hazardous.
Is this chemical packed and shipped internationally by TSS?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, and this product can be packed and shipped internationally.
How can I request a sample or quote for this chemical?
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To request a sample or a quote, please contact the TSS sales team through our website or by phone.
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