(R)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol trimethylsilyl ether
(R)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol trimethylsilyl ether (CAS 908303-26-4) is a specialised organocatalyst with the empirical formula C24H23F12NOSi and a molecular weight of 597.51 g/mol. This proline-derived compound is utilised in various asymmetric synthesis reactions, including cyclocondensations, Michael additions, and stereoselective alkylations, facilitating the creation of chiral molecules.
- IUPAC
- (R)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]prolinol trimethylsilyl ether,(R)-2-[(Bis(3,5-bis(trifluoromethyl)phenyl)]trimethylsilanyloxy)methyl]pyrrolidine,(R)-2-[(Bis(3,5-bis(trifluoromethyl)phenyl)]trimethylsilyloxy)methyl]pyrrolidine
- Synonyms
- 908303-26-4C24H23F12NOSi(R)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]prolinol trimethylsilyl ether(R)-2-[(Bis(3,5-bis(trifluoromethyl)phenyl)]trimethylsilanyloxy)methyl]pyrrolidine(R)-2-[(Bis(3,5-bis(trifluoromethyl)phenyl)]trimethylsilyloxy)methyl]pyrrolidine
![(R)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol trimethylsilyl ether (C24H23F12NOSi) — chemical structure, CAS 908303-26-4; Chemistry, fine chemical supplied by Tech Serve Solutions](/_next/image?url=https%3A%2F%2Fpub-f4d920c906024441a773a96f7098e551.r2.dev%2Fimages%2Fproducts%2F908303-26-4.png&w=3840&q=75)
Organocatalytic Reactions
This compound serves as a catalyst in asymmetric synthesis, enabling key transformations such as cyclocondensation of enals with methylenepyrrolidines and organocatalytic additions of β-ketosulfoxides to conjugated aldehydes. Its chiral nature is crucial for stereoselective outcomes.
Aza-Michael Additions
It is employed as an organocatalyst in aza-Michael reactions, which are important for the formation of carbon-nitrogen bonds. This application contributes to the synthesis of nitrogen-containing heterocyclic compounds.
Stereoselective Alkylation and Epoxidation
The catalyst participates in stereoselective propargylic alkylation of propargylic esters with aldehydes. Furthermore, it is involved in the epoxidation or aziridination of α,β-unsaturated aldehydes and Feist-Benary reactions.
| Molecular weight | 597.51 |
|---|---|
| Empirical formula | C24H23F12NOSi |
| Grade | technical grade |
| Optical purity | enantiomeric excess: ≥99.0% (HPLC) |
| Application | Catalyst involved in:• Cyclocondensation of enals with methylenepyrrolidines1• Organocatalytic additions of β-ketosulfoxides to conjugated aldehydes2• Organocatalytic aza-Michael reactions3,4• Stereoselective propargylic alkylation of propargylic esters with aldehydes5• Epoxidation or aziridination of α,β-unsaturated aldehydes and Feist-Benary reactions of 1,3-dicarbonyls6 |
| Melting point | 46-55 °C |
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 (R)-α,α-Bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol trimethylsilyl ether used for?
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This compound is primarily used as a catalyst in various asymmetric synthesis reactions, including cyclocondensation, organocatalytic additions, aza-Michael reactions, stereoselective propargylic alkylation, epoxidation, and aziridination.
What is the CAS number and formula for this chemical?
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The CAS number is 908303-26-4, and its empirical formula is C24H23F12NOSi.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical in technical grade with an enantiomeric excess of ≥99.0% (HPLC). We do not represent this product as USP, BP, or EP grade.
What are the safety and handling precautions for this chemical?
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This compound is classified as a Warning, with hazards including H315 (causes skin irritation), H319 (causes serious eye irritation), and H335 (may cause respiratory irritation). Recommended personal protective equipment includes a dust mask type N95, eyeshields, and gloves. Avoid breathing dust.
How is this product packed, shipped, and exported?
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As a global supplier and exporter of fine chemicals, Tech Serve Solutions ensures appropriate packaging and adheres to international shipping regulations for hazardous materials. Please contact us for specific export details.
How can I request a sample or quote for this chemical?
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You can request a sample or a quote by contacting our sales team directly through the website or by calling our customer service line. Please provide the product name and CAS number.
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