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(5S)-(−)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone monohydrochloride
569763 -
97%
DOWNLOAD MSDS (PDF)CAS Number: 278173-23-2
Empirical Formula (Hill Notation): C13H18N2O · HCl
Molecular Weight: 254.76
MDL number: MFCD03426983
PubChem Substance ID: 24880521
Properties
| Related Categories | Asymmetric Synthesis, Chiral Catalysts, Ligands, and Reagents, MacMillan Imidazolidinone OrganoCatalysts |
| assay | 97% |
| optical activity | [α]20/D -67°, c = 1 in H2O |
| mp | 157-161 °C(lit.) |
Description
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
Used in first highly enantioselective organocatalytic Diels-Alder reaction and 1,3-dipolar addition.
Packaging
2 g in glass btl
500 mg in glass btl
Legal Information
U.S. Pat. 6,369,243 and related patents apply. For research purposes only.
Protocols & Applications
Metal-free Asymmetric Catalysis using Macmillan Imidazolidinone Organocatalysts
Price and Availability
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Safety Information
| Personal Protective Equipment | Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter |
| WGK Germany | 3 |
Technical information & documentation associated with this product is available in the Safety & Documentation tab.
Articles
MacMillan Imidazolidinone OrganoCatalysts
MacMillan and co-workers have created chiral imidazolidinone organocatalysts that function as the linchpin in a variety of directed enantioselective organic reactions including Diels–Alder and 1,3-di...
Aldrich ChemFiles 2006, 6.7, 11.
Keywords: Addition reactions, Alkylations, Asymmetric synthesis, Chlorinations, Cycloadditions, Epoxidations, Fluorinations, Hydrogenations, Organocatalysis
MacMillan Imidazolidinone OrganoCatalysts™
Developed by Professor David MacMillan at Caltech, imidazolidinone based OrganoCatalysts™ are designed to serve as general catalysts for a myriad of asymmetric transformations. The first highly enant...
Aldrich ChemFiles 2007, 7.9, 8.
Keywords: Alkylations, Asymmetric synthesis, Chlorinations, Condensations, Cycloadditions, Fluorinations, Hydrogenations, Reductions
MacMillan Imidazolidinone OrganoCatalysts™
Developed by Professor David MacMillan at Caltech, imidazolidinonebased organocatalysts are designed to serve as general catalysts for a myriad of asymmetric transformations. The first highly enantio...
Chemfiles Volume 6 Article 4
Keywords: Alkylations, Asymmetric synthesis, Catalysis, Chlorinations, Condensations, Cycloadditions, Drug discovery, Fluorinations, Halogenations, Hydrogenations
MacMillan Imidazolidinone OrganoCatalysts™
MacMillan and co-workers have created chiral imidazolidinone organo-catalysts that function as the linchpin in a variety of directed enantioselective organic reactions, including the enamine-catalyze...
Aldrich ChemFiles 2006, 6.2, 9.
Keywords: 1,3-Dipolar cycloaddition, Asymmetric synthesis, Catalysis, Chlorinations, Cycloadditions, Fluorinations, Natural product synthesis
Related Content
Macmillan Imidazolidinone Organocatalysts in Chemical Sythesis
Developed by Professor David MacMillan at Caltech, imidazolidinone-based OrganoCatalysts™ are designed to serve as general catalysts for a variety of asymmetric transformations. The first highly enan...
References
1. J. Am. Chem. Soc. 122, 4243, (2000)
2. J. Am. Chem. Soc. 122, 9874, (2000)
3. J. Am. Chem. Soc. 123, 4370, (2001)
Ahrendt, K. A. et al J. Am. Chem. Soc. 122, 4243, (2000)
Jen, W. S. et al J. Am. Chem. Soc. 122, 9874, (2000)
J. Am. Chem. Soc. 123, 4370, (2001) Abstract
Merck 14,10439
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