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  • 569763 - (5S)-(−)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone monohydrochloride

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569763 Sigma-Aldrich

(5S)-(−)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone monohydrochloride

97%

  • CAS Number 278173-23-2

  • Empirical Formula (Hill Notation) C13H18N2O · HCl

  • Molecular Weight 254.76

  •  MDL number MFCD03426983

  •  PubChem Substance ID 24880521

  •  NACRES NA.22

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, MacMillan Imidazolidinone OrganoCatalysts
InChI Key   YIYFEXGDFJLJGM-MERQFXBCSA-N
assay   97%
optical activity   [α]20/D -67°, c = 1 in H2O
mp   157-161 °C (lit.)

Description

Packaging

2 g in glass bottle

500 mg in glass insert

Application

Metal-free OrganoCatalyst technology for asymmetric catalysis. Catalyzes asymmetric Diels-Alder reactions, 1,3-dipolar additions and pyrrole alkylations in high enantiomeric excess.

Used in first highly enantioselective organocatalytic Diels-Alder reaction and 1,3-dipolar addition.

Legal Information

U.S. Pat. 6,369,243 and related patents apply. For research purposes only.

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Chemfiles Volume 6 Article | 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, Chemfiles, Chlorinations, Condensations, Cycloadditions, Drug discovery, Fluorinations, Halogenations, Hydrogenations

MacMillan Imidazolidinone OrganoCatalysts™ | Aldrich ChemFiles 2007, 7.9, 8.

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, Chemfiles, Chlorinations, Condensations, Cycloadditions, Fluorinations, Formulations, Hydrogenations, Reductions

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 enant...
Keywords: Alkylations, Asymmetric catalysis, Asymmetric synthesis, Catalysis, Chlorinations, Condensations, Cycloadditions, Diels-Alder reaction, Fluorinations, Friedel-Crafts Alkylation

Peer-Reviewed Papers
15

References

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