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346440-54-8

346440-54-8 Structure

346440-54-8 Structure
IdentificationBack Directory
[Name]

(2S,5S)-(-)-2-TERT-BUTYL-3-METHYL-5-BENZYL-4-IMIDAZOLIDINONE
[CAS]

346440-54-8
[Synonyms]

MACMILLAN ORGANOCATALYST(TM) SS246
(2S,5S)-2-TERT-BUTYL-3-METHYL-5-BENZYL-&
(2S 5S)-2-(1' 1'-DIMETHYLETHYL)-3-METHY&
(2S,5S)-2-(1?,1?-dimethylethyl)-3-methyl-5-phe...
(2S,5S)-5-BENZYL-2-TERT-BUTYL-3-METHYL-4-IMIDAZOLIDINONE
(2S,5S)-5-Benzyl-2-(tert-butyl)-3-MethyliMidazolidin-4-one
(2S,5S)-2-T-BUTYL-3-METHYL-5-PHENYLMETHYL-4-IMIDAZOLIDINONE
(2S,5S)-(-)-2-TERT-BUTYL-3-METHYL-5-BENZYL-4-IMIDAZOLIDINONE
(2S,5S)-2-TERT-BUTYL-3-METHYL-5-PHENYLMETHYL-4-IMIDAZOLIDINONE
(2S,5S)-(-)-2-tert-Butyl-3-Methyl-5-benzyl-4-iMidazolidinone 97%
(2S,5S)-2-(1,1-dimethylethyl)-3-methyl-5-phenylmethyl-4-imidazolidinone
4-Imidazolidinone, 2-(1,1-dimethylethyl)-3-methyl-5-(phenylmethyl)-, (2S,5S)-
(2S,5S)-(-)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone
(2S,5S)-5-Benzyl-2-tert-butyl-3-methyl-4-imidazolidinone, (2S,5S)-2-tert-Butyl-3-methyl-5-phenylmethyl-4-imidazolidinone
(2S,5S)-()-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone,(2S,5S)-2-tert-Butyl-3-methyl-5-phenylmethyl-4-imidazolidinone, (2S,5S)-5-Benzyl-2-tert-butyl-3-methyl-4-imidazolidinone
[Molecular Formula]

C15H22N2O
[MDL Number]

MFCD03426982
[MOL File]

346440-54-8.mol
[Molecular Weight]

246.35
Chemical PropertiesBack Directory
[Melting point ]

93-100 °C(lit.)
[Boiling point ]

378.0±35.0 °C(Predicted)
[density ]

1.040±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[form ]

powder to crystal
[pka]

5.59±0.60(Predicted)
[color ]

White to Light yellow
[Optical Rotation]

-71.30°(C=0.88g/100mI, CHCL3, 20°C, 589nm)
[InChI]

1S/C15H22N2O/c1-15(2,3)14-16-12(13(18)17(14)4)10-11-8-6-5-7-9-11/h5-9,12,14,16H,10H2,1-4H3/t12-,14-/m0/s1
[InChIKey]

SKHPYKHVYFTIOI-JSGCOSHPSA-N
[SMILES]

CN1[C@H](N[C@@H](Cc2ccccc2)C1=O)C(C)(C)C
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[HS Code ]

29339900
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

(2S,5S)-(-)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone is a second-generation MacMillan catalyst, which can be used as a chiral organocatalyst in:
  • The chiral transformation reaction, including Friedel-Crafts and Mukaiyama-Michael reactions.
  • The preparation of substituted spiroundecenetriones via asymmetric domino Knoevenagel/Diels-Alder reactions.
  • The asymmetric synthesis of β-hydroxy aldehydes and their dimethylacetals via aldehyde-aldehyde aldol condensation reaction.
  • The enantioselective α-fluorination of aldehydes using N-fluorobenzenesulfonamide as a fluorinating agent.
  • The stereoselective preparation of (oxomethyl)oxabicyclo[3.2.1]octenones and tricyclic pyrroles via [4+3] cycloaddition of (trialkylsiloxy)pentadienals to furans.

[General Description]

(2S,5S)-(-)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone is a chiral imidazolidinone organocatalyst, developed by MacMillan and co-workers.
Spectrum DetailBack Directory
[Spectrum Detail]

(2S,5S)-(-)-2-TERT-BUTYL-3-METHYL-5-BENZYL-4-IMIDAZOLIDINONE(346440-54-8)1HNMR
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