112791-04-5

Basic information

• Product Name: (4S,5R)-(+)-1,5-DIMETHYL-4-PHENYL-2-IMIDAZOLIDINONE
• Synonyms: (4S,5R)-(+)-1,5-DIMETHYL-4-PHENYL-2-IMIDAZOLIDINONE;(4S 5R)-1 5-DIMETHYL-4-PHENYL-2-IMIDAZOLIDONE;(4S 5R)-(+)-1 5-DIMETHYL-4-PHENYL- &;(4S,5R)-(+)-1,5-DiMethyl-4-phenyl-2-iMidazolidinone,97%
• CAS NO: 112791-04-5
• Molecular Formula: C₁₁H₁₄N₂O
• Molecular Weight: 190.24
• Product Categories: Chiral Building Blocks;Heterocyclic Building Blocks;Imidazolines/Imidazolidines
• Mol File: 112791-04-5.mol

Chemical Properties

• Melting Point: 173-176 °C(lit.)
• Boiling Point: 335.9°Cat760mmHg
• Flash Point: 156.9°C
• Appearance: /
• Density: 1.077g/cm³
• Vapor Pressure: 0.000116mmHg at 25°C
• Refractive Index: 1.532
• PKA: 13.70±0.60(Predicted)
• BRN: 4905832
• CAS DataBase Reference: (4S,5R)-(+)-1,5-DIMETHYL-4-PHENYL-2-IMIDAZOLIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5R)-(+)-1,5-DIMETHYL-4-PHENYL-2-IMIDAZOLIDINONE(112791-04-5)
• EPA Substance Registry System: (4S,5R)-(+)-1,5-DIMETHYL-4-PHENYL-2-IMIDAZOLIDINONE(112791-04-5)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 112791-04-5(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(4S,5R)-(+)-1,5-DIMETHYL-4-PHENYL-2-IMIDAZOLIDINONE is utilized as a chiral auxiliary in organic synthesis, playing a crucial role in the preparation of chiral compounds. Its specific stereochemistry aids in the creation of enantioselective reactions, which is vital for producing compounds with desired biological activities.
Used as a Catalyst:
In the realm of catalysis, (4S,5R)-(+)-1,5-DIMETHYL-4-PHENYL-2-IMIDAZOLIDINONE serves as a catalyst in various chemical reactions. Its stereochemistry contributes to the efficiency and selectivity of these reactions, making it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Research and Development:
(4S,5R)-(+)-1,5-DIMETHYL-4-PHENYL-2-IMIDAZOLIDINONE is employed in the pharmaceutical industry for the synthesis of biologically active molecules and drug candidates. Its unique structure and chiral properties make it a promising starting material for the development of new drugs with potential therapeutic applications.
Used in Asymmetric Synthesis Studies:
In academic and research settings, (4S,5R)-(+)-1,5-DIMETHYL-4-PHENYL-2-IMIDAZOLIDINONE is used to study asymmetric synthesis, a field that focuses on the production of enantiomerically pure compounds. Understanding and harnessing the stereochemistry of this compound can lead to advancements in the synthesis of pharmaceuticals and other chiral molecules with specific biological activities.

InChI:InChI=1/C11H14N2O/c1-8-10(12-11(14)13(8)2)9-6-4-3-5-7-9/h3-8,10H,1-2H3,(H,12,14)/t8-,10-/m1/s1

Upstream product

• 4785-79-9 1,3-dihydro-1,5-dimethyl-4-phenyl-2H-imidazol-2-one 
• 57-13-6 urea 
• 25394-33-6 (+)-2-chloro-1,N-dimethyl-2-phenylethylamine 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 259540-46-0 (2R,3R)-1,4-bis((4R,5S)-3,4-dimethyl-2-oxo-5-phenylimidazolidinyl)-2,3-bis[(3-methoxyphenyl)methyl]butane-1,4-dione 
• 24221-86-1 (+)-(1S,2R)-ephedrine hydrochloride 
• 100-39-0 benzyl bromide 
• 50-98-6 ephedrine hydrochloride 
• 90-81-3 ephedrine 

Downstream Products

• 112791-05-6 (4S,5R)-1,5-dimethyl-4-phenyl-3-(3'-methyl-2'-butenoyl)imidazolidin-2-one 
• 112791-07-8 (4S,5R)-1,5-dimethyl-4-phenyl-3-propanoylimidazolidin-2-one 
• 143396-14-9 (4R,5S)-3,4-dimethyl-5-phenyl-1-(3-phenylpropanoyl)-2-imidazolidinone 
• 182511-11-1 (4R,5S)-1-((E)-3-Biphenyl-4-yl-acryloyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one 
• 943253-14-3 C₁₄H₁₆ON₂ 
• 139236-73-0 (4R,5S)-1-acryloyl-3,4-dimethyl-5-phenylimidazolidin-2-one 
• 718610-52-7 (E)-(4S,5R)-1-(3-[4-methanesulfonylphenyl]acryloyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one 
• 1612761-75-7 (4R,5S)-1-(3-iodobenzofuran-2-yl)-3,4-dimethyl-5-phenylimidazolidin-2-one 
• 143359-26-6 (4R,5S)-1-acetyl-3,4-dimethyl-5-phenyl-2-imidazolidinone 
• 123394-73-0 (4S,5R)-1,5-dimethyl-4-phenyl-3-benzyloxyacetylimidazolidin-2-one 
• 151062-79-2 (4R,5S)-1-((E)-Hex-2-enoyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one 
• 112791-06-7 (4S,5R)-1,5-dimethyl-4-phenyl-3-<2'-(1-propen-2-yl)-5'-methyl-4'-hexenoyl>imidazolidin-2-one 
• 112712-57-9 (4S,5R)-1,5-dimethyl-4-phenyl-3-(2'-methyl-3'-phenylpropanoyl)imidazolidin-2-one 
• 143359-39-1 (4S,5R)-1,5-Dimethyl-4-phenyl-3-((S)-3-phenyl-2-phenylsulfanyl-propionyl)-imidazolidin-2-one 

Relevant articles and documents

Studies on a urea-directed Stork-Crabtree hydrogenation. Synthesis of the C1-C9 subunit of (+)-zincophorin

(Chemical Equation Presented) A detailed account on the stereoselective synthesis of the C1-C9 subunit of (+)-zincophorin is described here. This approach features the first application of a stereoselective inverse electron demand hetero-[4 + 2] cycloaddi

Highly diastereoselective alkylation of vicinal dianions of chiral succinic acid derivatives: A new general strategy to (R)-β-arylmethyl-γ- butyrolactones

The vicinal dianions derived from chiral succinic acid derivatives, 1,4-bis[(4R,5S)-3,4-dimethyl-2-oxo-5-phenylimidazolidin-1-yl]butane-1,4-dione and 1,4-bis[(4S,5R)-3,4-dimethyl-2-oxo-5-phenylimidazolidin-1-yl]butane-1,4- dione react with arylmethyl bromides with high diastereo- and regio-selectivity to provide the corresponding chiral α-arylmethylated succinic acid derivatives; the (R)-products are converted into (R)-β-arylmethyl-γ- butyrolactones and (R)-α-arylmethyl-γ-butyrolactones.

Oxidative Homocoupling of Chiral 3-Arylpropanoic Acid Derivatives. Application to Asymmetric Synthesis of Lignans

The oxidative homocouplings of lithium enolates of (4S)-3-(3-arylpropanoyl)-4-isopropyl-2-oxazolidinones and (4R,5S)-1-(3-arylpropanoyl)-3,4-dimethyl-5-phenyl-2-imidazolidinones gave the corresponding R,R-dimers stereoselectively with TiCl4, Ph

Diastereoselective additions of alkyl, akenyl, aryl and allyl cuprates to unsaturated chiral imides

Some diastereoselective conjugate additions of cuprates to chiral unsaturated imides bearing an imidazolidinyl group (from ephedrine and urea) show an impressive stereoselectivity. The chiral (internal auxiliary dependent) group is easily broken and recyc

Addition diastereoselective d'organo-cuprates a des imides chirales insaturees

Some organocuprates add to unsaturated imides synthesized from chiral imidazolidones with very high diastereoselectivity.