(4S,5R)-1-N-(phenylacetyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one

Base Information

• Chemical Name: (4S,5R)-1-N-(phenylacetyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one
• CAS No.: 169219-76-5
• Molecular Formula: C₁₉H₂₀N₂O₂
• Molecular Weight: 308.38
• Mol file: 169219-76-5.mol

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

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

There total 14 articles about (4S,5R)-1-N-(phenylacetyl)-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: 90.0%

(4R,5S)-1,5-dimethyl-4-phenyl-3-trimethylsilyl-2-imidazolidinone (169219-75-4) + phenylacetyl chloride (103-80-0) → (4S,5R)-1-N-(phenylacetyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one (169219-76-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In acetonitrile; Ambient temperature;

DOI:10.1039/c39950001317

Reference yield: 65.6%

(4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one (92841-65-1) + phenylacetyl chloride (103-80-0) → (4S,5R)-1-N-(phenylacetyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one (169219-76-5)

Guidance literature:

With 2,6-dimethylpyridine; In tetrahydrofuran; at 0 ℃; for 4h;

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

Reference yield:

(2'RS,4S,5R)-1-N-(2'bromopropanoyl)-3,4-dimethyl-5-phenylimidazolidin-2-one (206358-45-4) → (4S,5R)-1-N-(phenylacetyl)-3,4-dimethyl-5-phenyl-imidazolidin-2-one (169219-76-5)

Guidance literature:

Multi-step reaction with 3 steps

1: Bu₄NBr; Et₃N / tetrahydrofuran / 77 h / 20 °C

2: 73.3 percent / Et₃N / 24 h / Heating

3: 65.6 percent / 2,6-lutidine / tetrahydrofuran / 4 h / 0 °C

With 2,6-dimethylpyridine; tetrabutylammomium bromide; triethylamine; In tetrahydrofuran;

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

upstream raw materials:

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

phenylacetyl chloride

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

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

Downstream raw materials:

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

benzeneacetic acid methyl ester

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

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