136630-05-2

Basic information

• Product Name: (4R,5S,2'R,3'R)-1,5-dimethyl-4-phenyl-3-(3'-hydroxy-2'-methyl-3'-phenylpropanoyl)imidazolidin-2-one
• Synonyms: (4R,5S,2'R,3'R)-1,5-dimethyl-4-phenyl-3-(3'-hydroxy-2'-methyl-3'-phenylpropanoyl)imidazolidin-2-one
• CAS NO: 136630-05-2
• Molecular Weight: 352.433
• Mol File: 136630-05-2.mol

Chemical Properties

• CAS DataBase Reference: (4R,5S,2'R,3'R)-1,5-dimethyl-4-phenyl-3-(3'-hydroxy-2'-methyl-3'-phenylpropanoyl)imidazolidin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (4R,5S,2'R,3'R)-1,5-dimethyl-4-phenyl-3-(3'-hydroxy-2'-methyl-3'-phenylpropanoyl)imidazolidin-2-one(136630-05-2)
• EPA Substance Registry System: (4R,5S,2'R,3'R)-1,5-dimethyl-4-phenyl-3-(3'-hydroxy-2'-methyl-3'-phenylpropanoyl)imidazolidin-2-one(136630-05-2)

Safety Data

• Hazardous Substances Data: 136630-05-2(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 112712-55-7 deux références XF130 et XF154 
• 50-98-6 ephedrine hydrochloride 
• 92841-65-1 (4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one 

Downstream Products

• 153946-45-3 (4R,5S,2'S)-4-cyclohexyl-1,5-dimethyl-3-(2-methyl-3-phenylpropanoyl)imidazolidin-2-one 
• 153946-46-4 (4R,5S,2'S)-4-cyclohexyl-1,5-dimethyl-3-(2-methyldecanoyl)imidazolidin-2-one 
• 153946-47-5 (4R,5S,2'S)-4-cyclohexyl-1,5-dimethyl-3-(2-methylpent-4-enoyl)imidazolidin-2-one 
• 142061-17-4 (4R,5S,2'R,3'S)-4-cyclohexyl-3-(3-hydroxy-2-methylbutanoyl)-1,5-dimethylimidazolidin-2-one 
• 153946-42-0 (4R,5S)-3-butanoyl-4-cyclohexyl-1,5-dimethylimidazolidin-2-one 
• 153946-41-9 (4R,5S)-4-cyclohexyl-1,5-dimethyl-3-(2-methylpropanoyl)imidazolidin-2-one 
• 142060-61-5 (4R,5S,2'R,3'R)-4-cyclohexyl-3-(3-hydroxy-2-methyl-3-phenylpropanoyl)-1,5-dimethylimidazolidin-2-one 
• 142060-60-4 (4R,5S,2'R,3'S)-4-cyclohexyl-3-(3-cyclohexyl-3-hydroxy-2-methylpropanoyl)-1,5-dimethylimidazolidin-2-one 

Relevant articles and documents

Ephedrine-Derived Imidazolidin-2-ones. Broad Utility Chiral Auxiliaries in Asymmetric Synthesis

The scope of the readily available (4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one (4) and its 4-cyclohexyl analogue 6 as practical, efficient chiral auxiliaries has been demonstrated.The enolate chemistry of their N-acyl derivatives exhibits features which recommend their use in asymmetric synthesis.The stereoselective boron-mediated aldol as well as alkylation and acylation results are presented.The steric control benefit derived by conversion of phenyl to cyclohexyl is highlighted. - Key Words: Imidazolidin-2-one, (4R,5S)-1,5-dimethyl-5-phenyl- or cyclohexyl- / (-)-Ephedrine / Stereoselective aldol / alkylation, acylation

Crystalline, Enantiomerically Pure Aldols from a (-)-Ephedrine-Derived N-Acylimidazolidin-2-one

Reaction of (4R,5S)-1,5-dimethyl-4-phenyl-3-propanoylimidazolidin-2-one with aromatic aldehydes leads to aldol products which, after one recrystallisation have d.e.s > 99percent.Removal of the chiral auxiliary affords optically pure β-hydroxy esters.Key W