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

Base Information

• Chemical Name: (5S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one
• CAS No.: 132278-63-8
• Molecular Formula: C13H18N2O
• Molecular Weight: 218.299
• UNII: 3G16ZWT15K
• DSSTox Substance ID: DTXSID20431059
• Nikkaji Number: J1.332.083G
• Wikidata: Q27257168
• Mol file: 132278-63-8.mol

Synonyms:132278-63-8;(S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one;(5S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one;4-Imidazolidinone, 2,2,3-trimethyl-5-(phenylmethyl)-, (5S)-;UNII-3G16ZWT15K;(R)-5-benzyl-2,2,3-trimethylimidazolidin-4-one;5-Benzyl-2,2,3-trimethylimidazolidin-4-one, (5S)-;3G16ZWT15K;Macmillan's imidazolidinone first generation catalyst;(5S)-2,2,3-Trimethyl-5-(phenylmethyl)-4-imidazolidinone;(S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one, (-)-;Macmillan's imidazolidinone catalysts first generation catalyst [MI];SCHEMBL4016339;DTXSID20431059;MFCD20482089;AKOS016011298;CS-15678;BB 0310240;CS-0023189;D72545;1,2,2-Trimethyl-4beta-benzylimidazolidine-5-one;A920596;Q27257168

Chemical Property of (5S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one

Chemical Property:

• Vapor Pressure: 4.24E-05mmHg at 25°C
• Boiling Point: 351oC at 760 mmHg
• PKA: 5.65±0.60(Predicted)
• Flash Point: 166.1oC
• PSA: 32.34000
• Density: 1.044g/cm3
• LogP: 1.66210
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 218.141913202
• Heavy Atom Count: 16
• Complexity: 269

Purity/Quality:

98% ^*data from raw suppliers

(5S)?-?5-?Benzyl-?2,?2,?3-?trimethyl-?4-?imidazolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(NC(C(=O)N1C)CC2=CC=CC=C2)C
• Isomeric SMILES: CC1(N[C@H](C(=O)N1C)CC2=CC=CC=C2)C
• 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

Technology Process of (5S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one

There total 20 articles about (5S)-5-Benzyl-2,2,3-trimethylimidazolidin-4-one 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: 100.0%

L-phenylalanine methylamide (35373-92-3) + acetone (67-64-1) → (5S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one (132278-63-8)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; for 18h; Reagent/catalyst; Solvent; Catalytic behavior; Reflux;

DOI:10.1039/c4ob01916d

Reference yield: 83.0%

(5S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one trifluoroacetic acid salt + 1-(4-bromophenyl)-2-(dimethyl-λ4-sulfanylidene)ethanone (7380-85-0) → C2F3O2(1-)*C10H12BrOS(1+) (1173097-23-8) + (5S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one (132278-63-8)

Guidance literature:

In chloroform; for 0.0833333h;

DOI:10.1002/anie.200900933

Reference yield:

C18H26N2O (1608182-02-0) → (5S)-5-benzyl-2,2,3-trimethylimidazolidin-4-one (132278-63-8) + isovaleraldehyde (590-86-3)

Guidance literature:

In dimethylsulfoxide-d6; Solvent; Equilibrium constant;

DOI:10.1021/ol501044u

upstream raw materials:

L-phenylalanine methylamide

acetone

(R)-1-(methylaminocarbonyl)-3-phenylpropanaminium chloride

D-phenylalanine methyl ester hydrochloride

Downstream raw materials:

1-((S)-5-Benzyl-2,2,3-trimethyl-4-oxo-imidazolidin-1-yl)-2-phenyl-ethane-1,2-dione

(S)-5-benzyl-2,2,3-trimethylimidazolidine-4-thione

C₁₈H₂₆N₂O

C₂₀H₃₀N₂O