| Identification | Back 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 Properties | Back 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 |
| Hazard Information | Back 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. |
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