(4R,5S)-1,5-Dimethyl-3-[(3'-N-benzoylamino)propanoyl]-4-phenylimidazolidin-2-one

Base Information

• Chemical Name: (4R,5S)-1,5-Dimethyl-3-[(3'-N-benzoylamino)propanoyl]-4-phenylimidazolidin-2-one
• CAS No.: 252580-15-7
• Molecular Formula: C₂₁H₂₃N₃O₃
• Molecular Weight: 365.432
• Mol file: 252580-15-7.mol

Synonyms:(4R,5S)-1,5-Dimethyl-3-[(3'-N-benzoylamino)propanoyl]-4-phenylimidazolidin-2-one

Chemical Property of (4R,5S)-1,5-Dimethyl-3-[(3'-N-benzoylamino)propanoyl]-4-phenylimidazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5S)-1,5-Dimethyl-3-[(3'-N-benzoylamino)propanoyl]-4-phenylimidazolidin-2-one

There total 1 articles about (4R,5S)-1,5-Dimethyl-3-[(3'-N-benzoylamino)propanoyl]-4-phenylimidazolidin-2-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: 85.0%

N-Benzoyl-β-alanine chloride (43218-34-4) + (4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one (92841-65-1) → (4R,5S)-1,5-Dimethyl-3-[(3'-N-benzoylamino)propanoyl]-4-phenylimidazolidin-2-one (252580-15-7)

Guidance literature:

(4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one; With methylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 0.5h;

N-Benzoyl-β-alanine chloride; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1055/s-1999-2927

Reference yield:

(4R,5S)-1,5-Dimethyl-3-[(3'-N-benzoylamino)propanoyl]-4-phenylimidazolidin-2-one (252580-15-7) → (4R,5S,5'S)-1,5-Dimethyl-3-(2'-phenyl-4'-oxazolylcarbonyl)-4-phenylimidazolidin-2-one (252580-16-8) + (4R,5S,5'R)-1,5-Dimethyl-3-(2'-phenyl-4'-oxazolylcarbonyl)-4-phenylimidazolidin-2-one

Guidance literature:

(4R,5S)-1,5-Dimethyl-3-[(3'-N-benzoylamino)propanoyl]-4-phenylimidazolidin-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 0.5h;

With iodine; In tetrahydrofuran; at -100 ℃; for 1h;

DOI:10.1055/s-1999-2927

Reference yield:

(4R,5S)-1,5-Dimethyl-3-[(3'-N-benzoylamino)propanoyl]-4-phenylimidazolidin-2-one (252580-15-7) → (5S)-2-Phenyl-5-methoxycarbonyloxazoline

Guidance literature:

Multi-step reaction with 2 steps

1.1: LiHMDS / tetrahydrofuran / 0.5 h / 0 °C

1.2: I₂ / tetrahydrofuran / 1 h / -100 °C

2.1: 95 percent / TEA / 2 h / Heating

With TEA; lithium hexamethyldisilazane; In tetrahydrofuran; 1.1: Metallation / 1.2: Cyclization / 2.1: Ring cleavage;

DOI:10.1055/s-1999-2927

upstream raw materials:

N-Benzoyl-β-alanine chloride

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

Downstream raw materials:

(4R,5S,5'S)-1,5-Dimethyl-3-(2'-phenyl-4'-oxazolylcarbonyl)-4-phenylimidazolidin-2-one