(S)-(−)-4-Isopropyl-2-oxazolidinethione
(S)-(−)-4-Isopropyl-2-oxazolidinethione (CAS: 104499-08-3; C6H11NOS) is a chiral auxiliary derived from oxazolidinone. With a molecular weight of 145.22 g/mol, this compound is primarily employed in asymmetric synthesis to control stereochemistry during chemical reactions. Its specific configuration allows for the diastereoselective formation of new chiral centres, making it a valuable tool in the synthesis of complex organic molecules.
Chiral Auxiliary in Asymmetric Synthesis
This oxazolidinethione derivative acts as a chiral auxiliary, enabling the diastereoselective alkylation, acylation, and aldol reactions. It facilitates the construction of chiral molecules with high enantiomeric purity.
Evans-Type Auxiliary
As an Evans-type auxiliary, it is instrumental in stereoselective enolate chemistry. The auxiliary can be readily cleaved after the desired stereochemical outcome is achieved, regenerating the chiral product.
Synthesis of Chiral Building Blocks
It serves as a critical component in the synthesis of enantiomerically enriched intermediates and building blocks for pharmaceuticals and fine chemicals. The isopropyl group influences steric outcomes.
| Molecular weight | 145.22 |
|---|---|
| Empirical formula | C6H11NOS |
| Assay | 99% |
| Optical activity | [α]20/D −23°, c = 0.4 in chloroform |
| Application | Evans-Type Oxazolidinethione And Thiazolidinethione Auxiliaries |
| Melting point | 51-53 °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 (S)-(−)-4-Isopropyl-2-oxazolidinethione used for?
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(S)-(−)-4-Isopropyl-2-oxazolidinethione is primarily used as a chiral auxiliary in asymmetric synthesis to control stereochemistry during chemical reactions, particularly in Evans-type enolate chemistry.
What is the CAS number and formula for (S)-(−)-4-Isopropyl-2-oxazolidinethione?
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The CAS number is 104499-08-3, and the molecular formula is C6H11NOS.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (S)-(−)-4-Isopropyl-2-oxazolidinethione with an assay of 99%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade unless explicitly stated in the product specifications.
How should (S)-(−)-4-Isopropyl-2-oxazolidinethione be handled?
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Handle (S)-(−)-4-Isopropyl-2-oxazolidinethione with appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter may be necessary. The substance is classified with a WGK Germany of 3, indicating a high hazard to water.
How is this chemical packed, shipped, and exported?
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Tech Serve Solutions expertly packs, ships, and exports chemicals globally, adhering to all necessary safety and regulatory standards. Specific packaging details can be provided upon request.
How can I request a sample or quote for (S)-(−)-4-Isopropyl-2-oxazolidinethione?
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To request a sample or a quote for (S)-(−)-4-Isopropyl-2-oxazolidinethione, please contact our sales team through the website or by phone, providing your specific requirements.
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