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

Base Information

• Chemical Name: (2'R,4S,5R)-1-(2'-bromo-3'-phenylpropionyl)-3,4-dimethyl-5-phenylimidazolidin-2-one
• CAS No.: 852298-75-0
• Molecular Formula: C₂₀H₂₁BrN₂O₂
• Molecular Weight: 401.303
• Mol file: 852298-75-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about (2'R,4S,5R)-1-(2'-bromo-3'-phenylpropionyl)-3,4-dimethyl-5-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: 72.0%

(4S,5R)-1-(3'-phenylpropionoyl)-3,4-dimethyl-5-phenylimidazolidin-2-one (143359-35-7) → (2'R,4S,5R)-1-(2'-bromo-3'-phenylpropionyl)-3,4-dimethyl-5-phenylimidazolidin-2-one (852298-75-0)

Guidance literature:

(4S,5R)-1-(3'-phenylpropionoyl)-3,4-dimethyl-5-phenylimidazolidin-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;

With bromine; In tetrahydrofuran; hexane; at -78 ℃; for 0.833333h;

DOI:10.1039/b417954d

Reference yield: 94.0%

(2'R,4S,5R)-1-(2'-bromo-3'-phenylpropionyl)-3,4-dimethyl-5-phenylimidazolidin-2-one (852298-75-0) → (2'S,4S,5R)-1-(2'-azido-3'-phenylpropionoyl)-3,4-dimethyl-5-phenylimidazolidin-2-one (852298-81-8)

Guidance literature:

With tetramethylguanidinum azide; In dichloromethane; at 0 - 20 ℃; for 2.25h;

DOI:10.1039/b417954d

Reference yield:

(2'R,4S,5R)-1-(2'-bromo-3'-phenylpropionyl)-3,4-dimethyl-5-phenylimidazolidin-2-one (852298-75-0) → L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / tetramethylguanidinium azide / CH₂Cl₂ / 2.25 h / 0 - 20 °C

2: 96 percent / LiOH; aq. H₂O₂ / tetrahydrofuran / 1.5 h / 20 °C

3: 86 percent / H₂ / Pd/C / methanol / 0.5 h

With lithium hydroxide; hydrogen; dihydrogen peroxide; tetramethylguanidinum azide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1039/b417954d

upstream raw materials:

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

Downstream raw materials:

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

L-phenylalanine

(2S)-2-azido-3-phenylpropanoic acid