(R)-4-Benzyloxazolidine-2-thione
(R)-4-Benzyloxazolidine-2-thione (CAS 190970-58-2) is a chiral auxiliary with the molecular formula C10H11NOS and a molecular weight of 193.27 g/mol. It is recognised for its high selectivity and efficiency in asymmetric synthesis. This compound is a valuable tool in organic chemistry, particularly for stereoselective reductions, enabling the formation of specific enantiomers.
Chiral Auxiliary in Asymmetric Synthesis
This compound serves as a highly selective and efficient chiral auxiliary. It facilitates stereocontrolled reactions, leading to the preferential formation of one enantiomer over the other.
Stereoselective Reductions
The auxiliary can be directly reduced to its corresponding aldehyde. Subsequent reductive cleavage with diisobutylaluminum hydride (DIBAL-H) liberates the chiral auxiliary and the desired aldehyde product.
Synthesis of Chiral Building Blocks
It is instrumental in the synthesis of enantiomerically pure compounds, acting as a key intermediate for constructing complex chiral molecules used in pharmaceuticals and fine chemicals.
| Molecular weight | 193.27 |
|---|---|
| Empirical formula | C10H11NOS |
| Assay | ≥96.0% (HPLC) |
| Optical purity | enantiomeric excess: ≥98.0% (HPLC) |
| 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 |
| Melting point | 63-67 °C |
| 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-Benzyloxazolidine-2-thione used for?
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(R)-4-Benzyloxazolidine-2-thione is used as a highly selective and efficient chiral auxiliary in asymmetric synthesis, particularly in stereoselective reductions and the synthesis of chiral building blocks.
What is the CAS number and formula for (R)-4-Benzyloxazolidine-2-thione?
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The CAS number is 190970-58-2 and the empirical formula is C10H11NOS.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (R)-4-Benzyloxazolidine-2-thione with an assay of ≥96.0% and an enantiomeric excess of ≥98.0% (HPLC). TSS does not represent this product as USP, BP, or EP grade.
What are the safety and handling recommendations for (R)-4-Benzyloxazolidine-2-thione?
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Handling requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter is recommended. It is classified under WGK 2 in Germany, indicating a hazard to water.
How is this chemical packed, shipped, and exported?
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Tech Serve Solutions, a specialist global supplier and exporter, ensures appropriate packaging and adherence to all regulations for international shipment of fine chemicals.
How can I request a sample or quote for (R)-4-Benzyloxazolidine-2-thione?
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Please contact our sales team directly through our website or via the provided contact details to request a sample or a quotation for (R)-4-Benzyloxazolidine-2-thione.
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