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

Base Information

• Chemical Name: (4S,5R)-1-(3-Benzyloxyamino-propionyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one
• CAS No.: 199122-40-2
• Molecular Formula: C₂₁H₂₅N₃O₃
• Molecular Weight: 367.448
• Mol file: 199122-40-2.mol

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

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

There total 5 articles about (4S,5R)-1-(3-Benzyloxyamino-propionyl)-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: 97.0%

(4R,5S)-1,5-dimethyl-3-{3'-[(tert-butoxycarbonyl)(benzyloxy)amino]propanoyl}-4-phenylimidazolidin-2-one (199122-45-7) → (4S,5R)-1-(3-Benzyloxyamino-propionyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one (199122-40-2)

Guidance literature:

With hydrogenchloride; In ethyl acetate; for 0.5h; Ambient temperature;

DOI:10.1021/jo971254e

Reference yield:

O-benzylhydoxylamine hydrochloride (2687-43-6) → (4S,5R)-1-(3-Benzyloxyamino-propionyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one (199122-40-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / NaHCO₃ / H₂O; CH₂Cl₂ / 3 h / 0 °C

2: 96 percent / NaH / dimethylformamide / 3 h / Ambient temperature

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

With hydrogenchloride; sodium hydride; sodium hydrogencarbonate; In dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jo971254e

Reference yield:

(4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one (92841-65-1) → (4S,5R)-1-(3-Benzyloxyamino-propionyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one (199122-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / i-Pr₂NEt, CuCl / CH₂Cl₂ / 2 h / Heating

2: 68 percent / Et₃N / toluene; CH₂Cl₂ / 20 h / Heating

With triethylamine; N-ethyl-N,N-diisopropylamine; copper(l) chloride; In dichloromethane; toluene;

DOI:10.1021/jo971254e

upstream raw materials:

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

O-benzylhydoxylamine hydrochloride

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

tert-butyl N-(benzyloxy)carbamate

Downstream raw materials:

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

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

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