(R)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one

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(R)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one manufacturers

(R)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one Basic information
Product Name:(R)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one
Synonyms:(5S)-2,2,3-TriMethyl-5-benzyl-4-iMidazolidinone;)-2,2,3-trimethyl-5-benzyl-4-imidazolidinone;(5S)-2,2,3-Trimethyl-5-(phenylmethyl)-4-imidazolidinone;4-Imidazolidinone, 2,2,3-trimethyl-5-(phenylmethyl)-, (5S)-;(5S)?-?5-?Benzyl-?2,?2,?3-?trimethyl-?4-?imidazolidinone;(S)-2,2,3-Trimethyl-5-benzyl-4-imidazolidinone;(5S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one;(R)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one
CAS:132278-63-8
MF:C13H18N2O
MW:218.3
EINECS:
Product Categories:
Mol File:132278-63-8.mol
(R)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one Structure
(R)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one Chemical Properties
Boiling point 351.0±35.0 °C(Predicted)
density 1.044±0.06 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
pka5.65±0.60(Predicted)
AppearanceColorless to light yellow Viscous liquid
InChIInChI=1S/C13H18N2O/c1-13(2)14-11(12(16)15(13)3)9-10-7-5-4-6-8-10/h4-8,11,14H,9H2,1-3H3/t11-/m0/s1
InChIKeyUACYWOJLWBDSHG-NSHDSACASA-N
SMILESC1(C)(C)N[C@@H](CC2=CC=CC=C2)C(=O)N1C
Safety Information
MSDS Information
(R)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one Usage And Synthesis
Uses(5S)-5-Benzyl-2,2,3-trimethyl-4-imidazolidinone acts as a reagent for the synthetic preparation of N-fluoro(methylcyclopropyloxycarbonylpiperidyl)ethyl trifluorophenylacetamide and its GPR119 receptor agonistic activity and SAR
Synthesis
L-Phenylalanine methylamide

35373-92-3

Acetone

67-64-1

(R)-5-BENZYL-2,2,3-TRIMETHYLIMIDAZOLIDIN-4-ONE

132278-63-8

General procedure for the synthesis of (S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one from (S)-2-amino-N-methyl-3-phenylpropanamide and acetone: recrystallized (S)-2-amino-N-methyl-3-phenylpropanamide (1 eq.), acetone (2 eq.) and ytterbium trifluoromethanesulfonate (0.01 eq.) were refluxed in chloroform (10 mL/mmol (S)-2-Amino-N-methyl-3-phenylpropanamide) were refluxed for 8 hours. Upon completion of the reaction, the reaction mixture was allowed to cool to room temperature and the solvent was subsequently removed by evaporation under reduced pressure. Finally, the crude product was purified by column chromatography to afford the target compound (S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one.

References[1] Organic and Biomolecular Chemistry, 2015, vol. 13, # 1, p. 133 - 141
[2] Chemistry - A European Journal, 2015, vol. 21, # 28, p. 10031 - 10038
[3] Tetrahedron, 2011, vol. 67, # 23, p. 4263 - 4267
[4] Helvetica Chimica Acta, 2014, vol. 97, # 6, p. 751 - 796
[5] Journal of the Chemical Society, Chemical Communications, 1990, # 19, p. 1321 - 1322
(R)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one Preparation Products And Raw materials
Raw materialsL-Phenylalanine methylamide-->Acetone-->Chloroform-->Ytterbium(III) trifluoromethanesulfonate hydrate
Tag:(R)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one(132278-63-8) Related Product Information
(5S)-2 2 3-Trimethyl-5-phenylmethyl-4-i& (5R)-2,2,3-Trimethyl-5-phenylmethyl-4-imidazolidinone monohydrochloride (2S,5S)-(-)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone (2R,5R)-(+)-2-tert-Butyl-3-methyl-5-benzyl-4-imidazolidinone (5R)-2,2,3-TriMethyl-5-benzyl-4-iMidazolidinone 2R,5S)-5-benzyl-2-tert-butyl-3-MethyliMidazolidin-4-one