(S)-(–)-α,α-Diphenyl-2-pyrrolidinemethanol trimethylsilyl ether
(S)-(–)-α,α-Diphenyl-2-pyrrolidinemethanol trimethylsilyl ether (CAS: 848821-58-9) is a chiral organocatalyst with a molecular weight of 325.52 g/mol. This proline-based derivative is specifically employed in asymmetric synthesis, facilitating complex multi-component reactions and Robinson annulations. Its trimethylsilyl ether functionality offers unique reactivity and solubility profiles, making it a valuable reagent for advanced chemical synthesis and research applications.
- IUPAC
- (2S)-2-[Diphenyl[(trimethylsilyl)oxy]methyl]pyrrolidine,(S)-α,α-Diphenylprolinol trimethylsilyl ether,(S)-2-[Diphenyl(trimethylsilanyloxy)methyl]pyrrolidine
- Synonyms
- (2S)-2-[Diphenyl[(trimethylsilyl)oxy]methyl]pyrrolidine(S)-α,α-Diphenylprolinol trimethylsilyl ether(S)-2-[Diphenyl(trimethylsilanyloxy)methyl]pyrrolidine
Asymmetric Organocatalysis
Serves as an effective organocatalyst for promoting stereoselective three-component reactions. It enables the synthesis of chiral molecules with high enantiomeric purity.
Robinson Annulation
Facilitates the Robinson annulation of α,β-unsaturated aldehydes. This application is crucial for the construction of complex cyclic systems in organic synthesis.
Chiral Synthesis
Utilized in various chiral synthesis strategies, leveraging its inherent chirality to direct stereochemical outcomes in complex organic transformations.
| Molecular weight | 325.52 |
|---|---|
| Empirical formula | C20H27NOSi |
| Assay | 95% |
| Density | 1.0459 g/mL at 25 °C |
| Refractive index | n20/D 1.5513 |
| Concentration | 0.05 M in toluene |
| Optical activity | [α]22/D -50°, c = 1 in chloroform |
| Storage temperature | 2-8°C |
| Application | Organocatalyst for 3-component reactions,1,2 and Robinson annulation of α,β-unsaturated aldehydes.3 |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Flash point | >110 °C / >230 °F |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26 |
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)-(–)-α,α-Diphenyl-2-pyrrolidinemethanol trimethylsilyl ether used for?
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(S)-(–)-α,α-Diphenyl-2-pyrrolidinemethanol trimethylsilyl ether is primarily used as a chiral organocatalyst for asymmetric synthesis, including three-component reactions and Robinson annulations of α,β-unsaturated aldehydes.
What is the CAS number and formula for this compound?
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The CAS number is 848821-58-9, and the empirical formula is C20H27NOSi.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this compound at an assay of 95%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.
How should (S)-(–)-α,α-Diphenyl-2-pyrrolidinemethanol trimethylsilyl ether be handled safely?
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This compound is a warning-level irritant to the skin, eyes, and respiratory tract (H315, H319, H335). Handle with appropriate personal protective equipment, including a dust mask (type N95 US), eyeshields, and gloves. Ensure adequate ventilation.
Is this chemical suitable for export?
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Yes, Tech Serve Solutions is a specialist global supplier and exporter of fine chemicals.
How can I request a sample or quote?
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Please contact our sales team via the website to request a sample or a quotation for (S)-(–)-α,α-Diphenyl-2-pyrrolidinemethanol trimethylsilyl ether.
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