(R)-4-Isopropylthiazolidine-2-thione
(R)-4-Isopropylthiazolidine-2-thione (CAS: 110199-16-1, C6H11NS2) is a chiral auxiliary utilised in asymmetric synthesis. With a molecular weight of 161.29 g/mol, this compound is valued for its high selectivity and efficiency in chemical transformations. It can be directly reduced to its corresponding aldehyde and the auxiliary through reductive cleavage, making it a versatile reagent for constructing complex chiral molecules in research and development.
Chiral Auxiliary in Asymmetric Synthesis
This compound serves as a highly selective and efficient chiral auxiliary, facilitating stereoselective reactions. Its structure allows for predictable control over the stereochemical outcome of synthetic processes, crucial for producing enantiomerically pure compounds.
Reductive Cleavage for Aldehyde Synthesis
It can be directly reduced to the corresponding aldehyde using reagents such as diisobutylaluminum hydride. This process also liberates the chiral auxiliary, simplifying product isolation and purification in multi-step syntheses.
Intermediate in Organic Synthesis
The compound's unique thiazolidine-2-thione structure makes it a valuable building block for further chemical modifications. It enables the introduction of chirality and specific functional groups into target molecules.
| Molecular weight | 161.29 |
|---|---|
| Empirical formula | C6H11NS2 |
| Assay | ≥98.0% (GC) |
| Optical activity | [α]20/D +37±3°, c = 1 in chloroform |
| Optical purity | ee: ≥99:1 (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 |
| Melting point | 69-71 °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-Isopropylthiazolidine-2-thione used for?
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(R)-4-Isopropylthiazolidine-2-thione is primarily used as a highly selective and efficient chiral auxiliary in asymmetric synthesis. It is also employed in reductive cleavage processes to yield aldehydes and the auxiliary.
What is the CAS number and formula for (R)-4-Isopropylthiazolidine-2-thione?
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The CAS number is 110199-16-1 and the empirical formula is C6H11NS2.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (R)-4-Isopropylthiazolidine-2-thione with an assay of ≥98.0% (GC) and an optical purity (ee) of ≥99:1 (LC). TSS does not represent this product as USP, BP, or EP grade.
How should (R)-4-Isopropylthiazolidine-2-thione be handled?
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When handling (R)-4-Isopropylthiazolidine-2-thione, appropriate personal protective equipment should be used, 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 guidelines.
Is this product available for export?
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Yes, Tech Serve Solutions specialises in supplying and exporting fine chemicals globally. Please contact us for export-specific inquiries regarding (R)-4-Isopropylthiazolidine-2-thione.
How can I request a sample or quote?
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To request a sample or a quote for (R)-4-Isopropylthiazolidine-2-thione, please use the contact form on our website or reach out to our sales team directly via email or phone.
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