(4S,5R)-1-((2R,3S)-3-Ethyl-aziridine-2-carbonyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one

Base Information

• Chemical Name: (4S,5R)-1-((2R,3S)-3-Ethyl-aziridine-2-carbonyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one
• CAS No.: 176792-02-2
• Molecular Formula: C₁₆H₂₁N₃O₂
• Molecular Weight: 287.362
• Mol file: 176792-02-2.mol

Synonyms:(4S,5R)-1-((2R,3S)-3-Ethyl-aziridine-2-carbonyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one

Chemical Property of (4S,5R)-1-((2R,3S)-3-Ethyl-aziridine-2-carbonyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-1-((2R,3S)-3-Ethyl-aziridine-2-carbonyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one

There total 13 articles about (4S,5R)-1-((2R,3S)-3-Ethyl-aziridine-2-carbonyl)-3,4-dimethyl-5-phenyl-imidazolidin-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: 75.0%

(4S,5R)-1-(2,3-Dibromo-pentanoyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one → (4S,5R)-1-((2R,3S)-3-Ethyl-aziridine-2-carbonyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one (176792-02-2)

Guidance literature:

With ammonia; In dimethyl sulfoxide; for 2h; Ambient temperature;

DOI:10.1016/0957-4166(96)00071-7

Reference yield:

(4R,5S)-1,5-Dimethyl-3-((E)-pent-2-enoyl)-4-phenyl-imidazolidin-2-one (139962-51-9) → (4S,5R)-1-((2R,3S)-3-Ethyl-aziridine-2-carbonyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one (176792-02-2)

Guidance literature:

Multi-step reaction with 2 steps

1: AlMe₂Cl

2: 1.) TiCl₄, 2.) Et₃N / 1.) CH₂Cl₂, room temperature, 15 min, 2.) CH₂Cl₂, room temperature, 30 min

With dimethylaluminum chloride; titanium tetrachloride; triethylamine;

DOI:10.1021/jo971254e

Reference yield:

(4S,5R)-1-((S)-3-Benzyloxyamino-pentanoyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one (182934-91-4) → (4S,5R)-1-((2R,3S)-3-Ethyl-aziridine-2-carbonyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one (176792-02-2)

Guidance literature:

With titanium tetrachloride; triethylamine; Yield given. Multistep reaction; 2.) CH₂Cl₂, r.t., 30 min;

upstream raw materials:

(4S,5R)-1-((S)-3-Benzyloxyamino-pentanoyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one

(4R,5S)-1,5-Dimethyl-3-((E)-pent-2-enoyl)-4-phenyl-imidazolidin-2-one

(E)-pent-2-enoyl chloride

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

Downstream raw materials:

(4S,5R)-1-((4R,5S)-5-Ethyl-2-phenyl-4,5-dihydro-oxazole-4-carbonyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one

(4S,5R)-1-((2R,3S)-1-Benzoyl-3-ethyl-aziridine-2-carbonyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one

(4S,5R)-1-((2R,3S)-1-Acetyl-3-ethyl-aziridine-2-carbonyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one