(S)-4-Benzyloxazolidine-2-thione
(S)-4-Benzyloxazolidine-2-thione (CAS: 145588-94-9; Formula: C10H11NOS; Molar Mass: 193.27 g/mol) is a chiral auxiliary utilised in asymmetric synthesis. It offers high selectivity and efficiency, enabling straightforward conversion to corresponding aldehydes via reductive cleavage. This compound is a valuable reagent for stereoselective chemical transformations in research and development settings.
Chiral Auxiliary in Asymmetric Synthesis
(S)-4-Benzyloxazolidine-2-thione serves as a highly selective and efficient chiral auxiliary. Its structure facilitates stereocontrolled reactions, leading to the formation of enantiomerically enriched products.
Precursor for Aldehydes
The compound can be directly reduced to its corresponding aldehyde through reductive cleavage using reagents such as diisobutylaluminum hydride. This process also liberates the chiral auxiliary, allowing for its potential recovery.
Synthesis of Complex Molecules
As a chiral building block, it is employed in the multi-step synthesis of complex organic molecules where precise stereochemistry is critical. This includes applications in pharmaceutical intermediate synthesis and fine chemical production.
| Molecular weight | 193.27 |
|---|---|
| Empirical formula | C10H11NOS |
| Assay | ≥97.0% |
| 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 (S)-4-Benzyloxazolidine-2-thione used for?
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This compound functions as a chiral auxiliary in asymmetric synthesis, enabling the stereoselective preparation of various organic compounds, and can be converted to its corresponding aldehyde.
What is the CAS number and chemical formula for (S)-4-Benzyloxazolidine-2-thione?
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The CAS number is 145588-94-9, and the empirical formula (Hill notation) is C10H11NOS.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (S)-4-Benzyloxazolidine-2-thione with an assay of ≥97.0% and an optical purity (enantiomeric excess) of ≥98.0% (HPLC). This product is intended for research and chemical synthesis purposes and is not supplied as USP, BP, or EP grade.
How should (S)-4-Benzyloxazolidine-2-thione be handled?
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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. Refer to the Safety Data Sheet for comprehensive handling and safety information. It is classified under WGK 2 in Germany.
How is (S)-4-Benzyloxazolidine-2-thione packed, shipped, and exported?
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Products are carefully packed to ensure integrity during transit and are exported globally by Tech Serve Solutions, adhering to all relevant shipping regulations for chemical compounds.
How can I request a sample or quote for (S)-4-Benzyloxazolidine-2-thione?
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To request a sample or a quotation, please contact our sales team through the website or by phone, providing the product name and CAS number.
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