(R)-4-Phenyloxazolidine-2-thione
(R)-4-Phenyloxazolidine-2-thione (CAS: 171877-37-5, C9H9NOS, MW: 179.24) is a chiral auxiliary employed in asymmetric synthesis. It is highly selective and efficient, facilitating direct reduction to its corresponding aldehyde and auxiliary via reductive cleavage with diisobutylaluminum hydride. This compound is valuable for stereoselective chemical transformations in organic synthesis, supplied by Tech Serve Solutions for research and development purposes.

Chiral Auxiliary in Asymmetric Synthesis
This oxazolidinone derivative serves as a highly selective chiral auxiliary, enabling the synthesis of enantiomerically enriched compounds. Its structure facilitates stereocontrolled reactions.
Reductive Cleavage to Aldehydes
The compound can be efficiently reduced using diisobutylaluminum hydride (DIBAL-H). This process yields the corresponding aldehyde along with the recoverable chiral auxiliary, useful for subsequent synthetic steps.
Stereoselective Transformations
It is instrumental in achieving high levels of stereoselectivity in various organic transformations. The auxiliary directs the formation of specific stereoisomers with excellent enantiomeric purity.
| Molecular weight | 179.24 |
|---|---|
| Empirical formula | C9H9NOS |
| Assay | ≥98.0% |
| Optical activity | [α]/D -75±5°, c = 0.2 in chloroform |
| Optical purity | enantiomeric ratio: 97.0:3.0 (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 (R)-4-Phenyloxazolidine-2-thione primarily used for?
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It is primarily used as a highly selective and efficient chiral auxiliary in asymmetric synthesis and for the stereoselective synthesis of aldehydes via reductive cleavage.
What are the CAS number and formula for (R)-4-Phenyloxazolidine-2-thione?
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The CAS number is 171877-37-5, and the empirical formula is C9H9NOS.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (R)-4-Phenyloxazolidine-2-thione with an assay of ≥98.0%. We do not represent this product as USP, BP, EP, or other pharmacopoeial grades.
How should (R)-4-Phenyloxazolidine-2-thione be handled safely?
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Handling requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used. The compound has a WGK rating of 3 in Germany.
How is this chemical packed, shipped, and exported?
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Products are carefully packed according to international shipping regulations. Tech Serve Solutions is an experienced global exporter of fine chemicals and laboratory reagents.
How can I request a sample or quote for (R)-4-Phenyloxazolidine-2-thione?
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Please contact our sales team directly via the website or by phone to request a sample or a formal quotation for your specific requirements.
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