(4S,5R)-(+)-1,5-Dimethyl-4-phenyl-2-imidazolidinone

Base Information

• Chemical Name: (4S,5R)-(+)-1,5-Dimethyl-4-phenyl-2-imidazolidinone
• CAS No.: 112791-04-5
• Molecular Formula: C11H14 N2 O
• Molecular Weight: 190.245
• DSSTox Substance ID: DTXSID40426129
• Nikkaji Number: J557.539G
• Wikidata: Q82239096
• Mol file: 112791-04-5.mol

Synonyms:112791-04-5;(4S,5R)-(+)-1,5-Dimethyl-4-phenyl-2-imidazolidinone;(4S,5R)-1,5-dimethyl-4-phenylimidazolidin-2-one;SCHEMBL2370396;DTXSID40426129;BGPAZBKCZVVZGF-PSASIEDQSA-N;AKOS022180075;(4R,5S)-3,4-dimethyl-5-phenyl-imidazolidin-2-one;3,4alpha-Dimethyl-5alpha-phenylimidazolidine-2-one;J-002837;(4R, 5S)-3,4-dimethyl-5-phenyl-imidazolidin-2-one;(4S,5R)-(+)-1,5-Dimethyl-4-phenyl-2-imidazolidinone, 97%

Chemical Property of (4S,5R)-(+)-1,5-Dimethyl-4-phenyl-2-imidazolidinone

Chemical Property:

• Vapor Pressure: 0.000116mmHg at 25°C
• Melting Point: 173-176 °C(lit.)
• Refractive Index: 1.532
• Boiling Point: 335.9°Cat760mmHg
• PKA: 13.70±0.60(Predicted)
• Flash Point: 156.9°C
• PSA: 32.34000
• Density: 1.077g/cm³
• LogP: 2.03790
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 190.110613074
• Heavy Atom Count: 14
• Complexity: 223

Purity/Quality:

98%min ^*data from raw suppliers

(4S,5R)-(+)-1,5-Dimethyl-4-phenyl-2-imidazolidinone 97% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(NC(=O)N1C)C2=CC=CC=C2
• Isomeric SMILES: C[C@@H]1[C@@H](NC(=O)N1C)C2=CC=CC=C2

Technology Process of (4S,5R)-(+)-1,5-Dimethyl-4-phenyl-2-imidazolidinone

There total 11 articles about (4S,5R)-(+)-1,5-Dimethyl-4-phenyl-2-imidazolidinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 48.0%

(+)-(1S,2R)-ephedrine hydrochloride (24221-86-1) + urea (57-13-6) → (4R,5S)-3,4-dimethyl-5-phenyl-imidazolidin-2-one (112791-04-5)

Guidance literature:

at 170 - 210 ℃; for 1.5h;

DOI:10.1021/jo7017922

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) + (2R,3R)-1,4-bis((4R,5S)-3,4-dimethyl-2-oxo-5-phenylimidazolidinyl)-2,3-bis[(3-methoxyphenyl)methyl]butane-1,4-dione (259540-46-0) → (4R,5S)-3,4-dimethyl-5-phenyl-imidazolidin-2-one (112791-04-5) + (CH2OCH2CH2C6H5)2(C2H4O2)2(SiC6H14)2

Guidance literature:

(2R,3R)-1,4-bis((4R,5S)-3,4-dimethyl-2-oxo-5-phenylimidazolidinyl)-2,3-bis[(3-methoxyphenyl)methyl]butane-1,4-dione; With lithium borohydride; In tetrahydrofuran; at 20 ℃;

tert-butyldimethylsilyl chloride; With 1H-imidazole; In N,N-dimethyl-formamide; Further stages.;

DOI:10.1021/jo991317o

Reference yield:

benzyl bromide (100-39-0) + 1,4-bis[(4R,5S)-3,4-dimethyl-2-oxo-5-phenylimidazolidin-1-yl]butane-1,4-dione → (4R,5S)-3,4-dimethyl-5-phenyl-imidazolidin-2-one (112791-04-5) + (4R,5S)-1-Benzyl-3,4-dimethyl-5-phenyl-imidazolidin-2-one + (2S,3S)-2,3-Dibenzyl-1,4-bis-((4R,5S)-3,4-dimethyl-2-oxo-5-phenyl-imidazolidin-1-yl)-butane-1,4-dione

Guidance literature:

1,4-bis[(4R,5S)-3,4-dimethyl-2-oxo-5-phenylimidazolidin-1-yl]butane-1,4-dione; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1h;

benzyl bromide; In tetrahydrofuran; at -78 - 20 ℃; for 16h; Further stages.;

DOI:10.1016/j.tetlet.2004.04.008

upstream raw materials:

1,3-dihydro-1,5-dimethyl-4-phenyl-2H-imidazol-2-one

ephedrine

urea

ephedrine hydrochloride

Downstream raw materials:

(4S,5R)-1,5-dimethyl-4-phenyl-3-(3'-methyl-2'-butenoyl)imidazolidin-2-one

(4R,5S,E)-1-but-2-enoyl-3,4-dimethyl-5-phenylimidazolidin-2-one

(4S,5R)-1,5-dimethyl-4-phenyl-3-trimethylsilyl-2-imidazolidinone

(4R,5S)-1-cinnamoyl-3,4-dimethyl-5-phenylimidazolidin-2-one