(5S)-(−)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone monohydrochloride
(5S)-(−)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone monohydrochloride (CAS 278173-23-2) is a chiral organocatalyst with a molecular weight of 254.76 g/mol. As a valuable reagent in asymmetric synthesis, it facilitates metal-free catalytic transformations. Its primary applications include the promotion of Diels-Alder reactions, 1,3-dipolar cycloadditions, and pyrrole alkylations, enabling the formation of chiral molecules with high enantiomeric excess.
- Synonyms
- 278173-23-2C13H18N2O · HCl
Asymmetric Diels-Alder Reactions
This imidazolidinone catalyst is employed to mediate asymmetric Diels-Alder reactions, leading to the stereoselective formation of cyclic adducts with high enantiomeric purity.
1,3-Dipolar Cycloadditions
It serves as an effective catalyst for various 1,3-dipolar cycloaddition reactions, enabling the enantioselective synthesis of heterocyclic compounds.
Pyrrole Alkylations
The compound facilitates asymmetric alkylation of pyrroles, providing access to chiral pyrrole derivatives with controlled stereochemistry.
Metal-Free Organocatalysis
As part of MacMillan's imidazolidinone organocatalyst family, it offers a metal-free alternative for promoting chiral transformations, avoiding potential metal contamination in sensitive syntheses.
| Molecular weight | 254.76 |
|---|---|
| Empirical formula | C13H18N2O · HCl |
| Assay | 97% |
| Optical activity | [α]20/D -67°, c = 1 in H2O |
| Application | Metal-free OrganoCatalyst technology for asymmetric catalysis. Catalyzes asymmetric Diels-Alder reactions, 1,3-dipolar additions and pyrrole alkylations in high enantiomeric excess.1,2,3 |
| Melting point | 157-161 °C(lit.) |
| 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 (5S)-(−)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone monohydrochloride used for?
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This compound is primarily used as a chiral organocatalyst in asymmetric synthesis, particularly for promoting Diels-Alder reactions, 1,3-dipolar additions, and pyrrole alkylations with high enantiomeric excess.
What is the CAS number and formula for this chemical?
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The CAS number is 278173-23-2 and the empirical formula is C13H18N2O · HCl.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies this chemical with an assay of 97%. We do not represent this product as USP, BP, EP, or any other pharmacopoeia grade.
What are the safety and handling considerations for this compound?
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This compound requires appropriate personal protective equipment, including eyeshields, gloves, and a type N95 (US) or type P1 (EN143) respirator filter. It is classified with a WGK Germany of 3, indicating a significant hazard to water.
How is this chemical packed, shipped, and exported?
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Tech Serve Solutions handles the packing, shipping, and export of chemicals with adherence to international regulations, ensuring safe and compliant delivery worldwide.
How can I request a sample or quote for this product?
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To request a sample or a quote, please use the contact form on our website or reach out to our sales team directly.
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