(S)-4-Benzylthiazolidine-2-thione
(S)-4-Benzylthiazolidine-2-thione (CAS: 171877-39-7), a chiral auxiliary with the molecular formula C10H11NS2 and a molecular weight of 209.33 g/mol, is a valuable reagent in asymmetric synthesis. It facilitates stereoselective transformations and can be efficiently cleaved after its use. This compound is integral to sophisticated chemical syntheses requiring high enantiomeric purity.
Chiral Auxiliary in Asymmetric Synthesis
(S)-4-Benzylthiazolidine-2-thione serves as a highly selective chiral auxiliary. Its structure enables precise control over stereochemical outcomes in various synthetic reactions.
Precursor for Aldehyde Synthesis
This compound can be directly reduced to its corresponding aldehyde using diisobutylaluminum hydride (DIBAL-H). The chiral auxiliary can also be simultaneously cleaved in this process.
Facilitating Reductive Cleavage
The reductive cleavage with DIBAL-H offers an efficient method for both product isolation and auxiliary recovery, making it a practical tool in multi-step syntheses.
| Molecular weight | 209.33 |
|---|---|
| Empirical formula | C10H11NS2 |
| Assay | ≥97.0% (GC) |
| Optical activity | [α]20/D -122±5°, c = 1% in chloroform |
| Optical purity | enantiomeric ratio: ≥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 |
| 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-Benzylthiazolidine-2-thione used for?
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(S)-4-Benzylthiazolidine-2-thione is primarily used as a chiral auxiliary in asymmetric synthesis to control stereochemical outcomes and as a precursor for aldehyde synthesis via reductive cleavage.
What is the CAS number and chemical formula for (S)-4-Benzylthiazolidine-2-thione?
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The CAS number is 171877-39-7, and the chemical formula is C10H11NS2.
What grade and purity does Tech Serve Solutions supply for (S)-4-Benzylthiazolidine-2-thione?
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Tech Serve Solutions supplies (S)-4-Benzylthiazolidine-2-thione with an assay of ≥97.0% (GC) and an optical purity of enantiomeric ratio ≥99:1 (LC). This product is not supplied as USP, BP, EP, or pharmacopoeia grade.
What are the safety considerations when handling (S)-4-Benzylthiazolidine-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 potential hazards to aquatic environments.
How is (S)-4-Benzylthiazolidine-2-thione packed and shipped?
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(S)-4-Benzylthiazolidine-2-thione is carefully packed and exported by Tech Serve Solutions to meet international shipping standards for chemical reagents.
How can I request a sample or quote for (S)-4-Benzylthiazolidine-2-thione?
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To request a sample or a quotation for (S)-4-Benzylthiazolidine-2-thione, please contact our sales team through the TSS website or provide your details via the product inquiry form.
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