(S)-4-Phenyloxazolidine-2-thione
(S)-4-Phenyloxazolidine-2-thione (CAS: 190970-57-1, Formula: C9H9NOS) is a chiral auxiliary vital for asymmetric synthesis. It is known for its high selectivity and efficiency, particularly in reactions involving chiral centres. This compound can be effectively cleaved via reductive methods to yield the corresponding aldehyde and the auxiliary. Its applications span fine chemical synthesis and the development of complex chiral molecules.

Chiral Auxiliary in Asymmetric Synthesis
Serves as a highly selective and efficient chiral auxiliary, enabling the stereoselective synthesis of chiral compounds. It is crucial in reactions where precise control over stereochemistry is required.
Reductive Cleavage to Aldehydes
Can be directly reduced to its corresponding aldehyde using reagents like diisobutylaluminum hydride. This process also liberates the chiral auxiliary, allowing for its recovery or further transformation.
Synthesis of Chiral Intermediates
Facilitates the construction of chiral building blocks and intermediates used in the synthesis of pharmaceuticals and other complex organic molecules. Its predictable stereochemical outcomes are highly valued.
| Molecular weight | 179.24 |
|---|---|
| Empirical formula | C9H9NOS |
| Assay | ≥98.0% |
| Optical activity | [α]/D +77±3°, c = 0.2 in chloroform |
| Optical purity | enantiomeric ratio: ≥99.0:1.0 (LC) |
| Application | A highly selective and efficient chiral auxiliary1 which can be directly reduced to its corresponding aldehyde and the chiral auxiliary by reductive cleavage with diisobutylaluminum hydride.2 |
| 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 (S)-4-Phenyloxazolidine-2-thione primarily used for?
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(S)-4-Phenyloxazolidine-2-thione is primarily used as a chiral auxiliary in asymmetric synthesis for its high selectivity and efficiency, and it can be reductively cleaved to yield aldehydes.
What are the CAS number and formula for (S)-4-Phenyloxazolidine-2-thione?
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The CAS number is 190970-57-1, and the empirical formula (Hill notation) is C9H9NOS.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (S)-4-Phenyloxazolidine-2-thione with an assay of ≥98.0%. This product is supplied for research and development purposes and is not represented as USP, BP, or EP grade.
How should (S)-4-Phenyloxazolidine-2-thione be handled safely?
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When handling (S)-4-Phenyloxazolidine-2-thione, it is essential to use safety measures including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used if airborne exposure is possible. Refer to the safety data sheet for comprehensive handling instructions.
Is (S)-4-Phenyloxazolidine-2-thione a controlled substance?
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There is no information available in the provided data to suggest that (S)-4-Phenyloxazolidine-2-thione is a controlled substance.
How is (S)-4-Phenyloxazolidine-2-thione packed, shipped, and exported?
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Tech Serve Solutions specialises in the global supply and export of fine chemicals. Products are carefully packed according to international shipping regulations to ensure safe transit and compliance.
How can I request a sample or quote for (S)-4-Phenyloxazolidine-2-thione?
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To request a sample or a quote for (S)-4-Phenyloxazolidine-2-thione, please contact the Tech Serve Solutions sales team through our website or by phone.
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