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

Base Information

• Chemical Name: (4R,5S,2'R)-3-(α-bromopropionyl)-1,5-dimethyl-4-phenylimidazolidin-2-one
• CAS No.: 175844-90-3
• Molecular Formula: C₁₄H₁₇BrN₂O₂
• Molecular Weight: 325.205
• Mol file: 175844-90-3.mol

Synonyms:(4R,5S,2'R)-3-(α-bromopropionyl)-1,5-dimethyl-4-phenylimidazolidin-2-one

Chemical Property of (4R,5S,2'R)-3-(α-bromopropionyl)-1,5-dimethyl-4-phenylimidazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5S,2'R)-3-(α-bromopropionyl)-1,5-dimethyl-4-phenylimidazolidin-2-one

There total 17 articles about (4R,5S,2'R)-3-(α-bromopropionyl)-1,5-dimethyl-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: 91.0%

(2'RS,4S,5R)-1-N-(2'bromopropanoyl)-3,4-dimethyl-5-phenylimidazolidin-2-one (206358-45-4) → (4R,5S,2'R)-3-(α-bromopropionyl)-1,5-dimethyl-4-phenylimidazolidin-2-one (175844-90-3)

Guidance literature:

With tetrabutylammomium bromide; In tetrahydrofuran; for 24h; Ambient temperature; slow evaporation of THF;

DOI:10.1016/0040-4039(95)02379-8

Reference yield:

(4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one (92841-65-1) + α-bromopropionyl bromide (563-76-8) → (4R,5S,2'S)-3-(α-bromopropionyl)-1,5-dimethyl-4-phenylimidazolidin-2-one (176018-05-6) + (4R,5S,2'R)-3-(α-bromopropionyl)-1,5-dimethyl-4-phenylimidazolidin-2-one (175844-90-3)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at -20 ℃; for 2h;

DOI:10.1016/S0040-4020(01)00550-6

Reference yield:

(2'RS,4S,5R)-1-N-(2'bromohexanoyl)-3,4-dimethyl-5-phenylimidazolidin-2-one (206358-48-7) → (4R,5S,2'R)-3-(α-bromopropionyl)-1,5-dimethyl-4-phenylimidazolidin-2-one (175844-90-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 99.4 percent / Bu₄NI; Et₃N / tetrahydrofuran / 143 h / Heating

2: 49.3 percent / Et₃N / 384 h / Heating

3: 2,6-lutidine / CH₂Cl₂ / 2 h / -20 °C

With 2,6-dimethylpyridine; tetra-(n-butyl)ammonium iodide; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/S0040-4020(01)00550-6

upstream raw materials:

(2'RS,4S,5R)-1-N-(2'bromopropanoyl)-3,4-dimethyl-5-phenylimidazolidin-2-one

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

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

α-bromopropionyl bromide

Downstream raw materials:

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

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

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