(4R,5S,2'R)-1,5-dimethyl-3-[(2'-aziridinyl)carbonyl]-4-phenylimidazolidin-2-one

Base Information

• Chemical Name: (4R,5S,2'R)-1,5-dimethyl-3-[(2'-aziridinyl)carbonyl]-4-phenylimidazolidin-2-one
• CAS No.: 199122-48-0
• Molecular Formula: C₁₄H₁₇N₃O₂
• Molecular Weight: 259.308
• Mol file: 199122-48-0.mol

Synonyms:(4R,5S,2'R)-1,5-dimethyl-3-[(2'-aziridinyl)carbonyl]-4-phenylimidazolidin-2-one

Chemical Property of (4R,5S,2'R)-1,5-dimethyl-3-[(2'-aziridinyl)carbonyl]-4-phenylimidazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (4R,5S,2'R)-1,5-dimethyl-3-[(2'-aziridinyl)carbonyl]-4-phenylimidazolidin-2-one

There total 4 articles about (4R,5S,2'R)-1,5-dimethyl-3-[(2'-aziridinyl)carbonyl]-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: 81.0%

(4S,5R)-1-(3-Benzyloxyamino-propionyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one (199122-40-2) → (4S,5R)-1-((S)-Aziridine-2-carbonyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one + (4R,5S,2'R)-1,5-dimethyl-3-[(2'-aziridinyl)carbonyl]-4-phenylimidazolidin-2-one (199122-48-0)

Guidance literature:

With titanium tetrachloride; triethylamine; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1021/jo971254e

Reference yield: 68.0%

(4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one-3-(2',3'-dibromopropionyl) (473907-77-6) → (4S,5R)-1-((S)-Aziridine-2-carbonyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one + (4R,5S,2'R)-1,5-dimethyl-3-[(2'-aziridinyl)carbonyl]-4-phenylimidazolidin-2-one (199122-48-0)

Guidance literature:

With ammonia; In dimethyl sulfoxide; at 0 ℃; for 1h;

DOI:10.1016/S0040-4020(99)00989-8

Reference yield:

(4R,5S)-1,5-dimethyl-3-{3'-[(tert-butoxycarbonyl)(benzyloxy)amino]propanoyl}-4-phenylimidazolidin-2-one (199122-45-7) → (4R,5S,2'R)-1,5-dimethyl-3-[(2'-aziridinyl)carbonyl]-4-phenylimidazolidin-2-one (199122-48-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / 3 M HCl / ethyl acetate / 0.5 h / Ambient temperature

2: 81 percent / TiCl₄, Et₃N / CH₂Cl₂ / 0.5 h / Ambient temperature

With hydrogenchloride; titanium tetrachloride; triethylamine; In dichloromethane; ethyl acetate;

DOI:10.1021/jo971254e

upstream raw materials:

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

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

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

(4R,5S)-1,5-dimethyl-3-{3'-[(tert-butoxycarbonyl)(benzyloxy)amino]propanoyl}-4-phenylimidazolidin-2-one

Downstream raw materials:

(4R,5S,2'R,2''S)-1,5-dimethyl-3-{[1'-(2''-acetamido-4''-methylpentanoyl)-2'-aziridinyl]carbonyl}-4-phenylimidazolidin-2-one

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

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

(4R,5S,2'R,2''S)-1,5-dimethyl-3-[3'-(2''-acetamido-4''-methylpentanoyl)amino-2'-hydroxypropionyl]-4-phenylimidazolidin-2-one