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668540 Aldrich

(2S,5S)-(–)-5-Benzyl-3-methyl-2-(5-methyl-2-furyl)-4-imidazolidinone

95%

Synonym: (2S,5S)-3-Methyl-2-(5-methyl-2-furanyl)-5-(phenylmethyl)-4-imidazolidinone

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Properties

Related Categories Asymmetric Synthesis, Chemical Synthesis, Chiral Catalysts, Ligands, and Reagents, MacMillan Imidazolidinone OrganoCatalysts
InChI Key   IQIMPHPFMHVWBZ-ZFWWWQNUSA-N
assay   95%
refractive index   n20/D 1.5598

Description

Application

Highly selective organocatalyst for the Diels-Alder reaction with simple α,β−unsaturated ketones.

Catalyst for:
• Enantioselective organocatalytic transfer hydrogenation of cycloalkenones with tert-Bu Hantzsch ester as source of hydrogen
• Alkylation of indoles with an α,β-disubstituted α,β-unsaturated aldehyde in the enantioselective preparation of a selective serotonin reuptake inhibitor
• MacMillan reaction

Packaging

1 g in glass bottle

250 mg in glass bottle

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

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2810 6.1 / PGIII
WGK Germany 
3
Flash Point(F) 
>230 °F
Flash Point(C) 
>110 °C
Protocols & Articles

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, Aldrichimica Acta, Alkylations, Asymmetric synthesis, Chemfiles, Chlorinations, Cycloadditions, Epoxidations, Fluorinations, Hydrogenations, Organocatalysis

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

Peer-Reviewed Papers
15

References

Related Products

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