(2R,5R)-(+)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone
(2R,5R)-(+)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone (CAS 390766-89-9) is a chiral organocatalyst with the molecular formula C15H22N2O and a molecular weight of 246.35 g/mol. This compound is a valuable reagent in asymmetric synthesis, particularly for promoting 1,4-additions and asymmetric reductions of unsaturated aldehydes. Its specific stereochemistry allows for high enantioselectivity in key chemical transformations.
- IUPAC
- (2R,5R)-2-tert-Butyl-3-methyl-5-phenylmethyl-4-imidazolidinone
- Synonyms
- C15H22N2O(2R,5R)-2-tert-Butyl-3-methyl-5-phenylmethyl-4-imidazolidinone
Asymmetric 1,4-Addition Reactions
This imidazolidinone derivative effectively catalyses the 1,4-addition of electron-rich aromatic compounds, such as benzene derivatives, to electron-deficient alkenes like unsaturated aldehydes, enabling enantioselective carbon-carbon bond formation.
Asymmetric Hydride Reduction
It serves as an effective chiral catalyst in the enantioselective reduction of α,β-unsaturated aldehydes using hydride sources, leading to the formation of chiral alcohols with high enantiomeric purity.
MacMillan Imidazolidinone Catalysis
As a member of the MacMillan imidazolidinone class of organocatalysts, it facilitates a range of asymmetric transformations, offering an alternative to metal-based catalysts in stereoselective synthesis.
| Molecular weight | 246.35 |
|---|---|
| Empirical formula | C15H22N2O |
| Assay | 97% |
| Application | Used in the 1,4-addition of electron-rich benzenes to unsaturated aldehydes, and the asymmetric hydride reduction of α,β-unsaturated aldehydes.1,2 |
| Melting point | 93-100 °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 (2R,5R)-(+)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone used for?
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This compound is primarily used in asymmetric synthesis, specifically for the 1,4-addition of electron-rich benzenes to unsaturated aldehydes and the asymmetric hydride reduction of α,β-unsaturated aldehydes.
What is the CAS number and molecular formula for this imidazolidinone?
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The CAS number is 390766-89-9, and the molecular formula is C15H22N2O.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this product at an assay of 97%. We do not represent this product as meeting USP, BP, or EP pharmacopoeia standards.
What are the safety precautions when handling this chemical?
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Handling requires appropriate personal protective equipment, including eyeshields and gloves. A type N95 (US) or type P1 (EN143) respirator filter should be used if airborne exposure is possible. The compound is classified as WGK 3 in Germany, indicating a high hazard level.
How is this chemical packed and exported by TSS?
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Tech Serve Solutions offers global export services for this chemical, ensuring appropriate packaging standards are met for safe transportation.
How can I request a sample or quote for this product?
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To request a sample or a quotation, please contact our sales team through the website or by phone, providing the product name and CAS number.
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