(4S,5R)-1-[(E)-3-(4'-Bromo-biphenyl-4-yl)-acryloyl]-3,4-dimethyl-5-phenyl-imidazolidin-2-one

Base Information

• Chemical Name: (4S,5R)-1-[(E)-3-(4'-Bromo-biphenyl-4-yl)-acryloyl]-3,4-dimethyl-5-phenyl-imidazolidin-2-one
• CAS No.: 182356-04-3
• Molecular Formula: C₂₆H₂₃BrN₂O₂
• Molecular Weight: 475.385
• Mol file: 182356-04-3.mol

Synonyms:(4S,5R)-1-[(E)-3-(4'-Bromo-biphenyl-4-yl)-acryloyl]-3,4-dimethyl-5-phenyl-imidazolidin-2-one

Chemical Property of (4S,5R)-1-[(E)-3-(4'-Bromo-biphenyl-4-yl)-acryloyl]-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-[(E)-3-(4'-Bromo-biphenyl-4-yl)-acryloyl]-3,4-dimethyl-5-phenyl-imidazolidin-2-one

There total 3 articles about (4S,5R)-1-[(E)-3-(4'-Bromo-biphenyl-4-yl)-acryloyl]-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: 70.0%

(4R,5S)-1,5-dimethyl-4-phenylimidazolidin-2-one (92841-65-1) + (E)-3-(4'-Bromo-biphenyl-4-yl)-acryloyl chloride → (4S,5R)-1-[(E)-3-(4'-Bromo-biphenyl-4-yl)-acryloyl]-3,4-dimethyl-5-phenyl-imidazolidin-2-one (182356-04-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; 1.) -78 deg C, 30 min, 2.) 0 deg C, 1 h;

DOI:10.1016/S0040-4020(97)00254-8

Reference yield:

(E)-3-(4'-Bromo-biphenyl-4-yl)-acrylic acid ethyl ester (190729-08-9) → (4S,5R)-1-[(E)-3-(4'-Bromo-biphenyl-4-yl)-acryloyl]-3,4-dimethyl-5-phenyl-imidazolidin-2-one (182356-04-3)

Guidance literature:

Multi-step reaction with 3 steps

1: KOH / H₂O / 6 h / 60 °C

2: SOCl₂ / 12 h / Ambient temperature

3: 70 percent / n-BuLi / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 0 deg C, 1 h

With potassium hydroxide; n-butyllithium; thionyl chloride; In tetrahydrofuran; water;

DOI:10.1016/S0040-4020(97)00254-8

Reference yield:

(E)-3-(4'-Bromo-biphenyl-4-yl)-acrylic acid → (4S,5R)-1-[(E)-3-(4'-Bromo-biphenyl-4-yl)-acryloyl]-3,4-dimethyl-5-phenyl-imidazolidin-2-one (182356-04-3)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 12 h / Ambient temperature

2: 70 percent / n-BuLi / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) 0 deg C, 1 h

With n-butyllithium; thionyl chloride; In tetrahydrofuran;

DOI:10.1016/S0040-4020(97)00254-8

upstream raw materials:

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

(E)-3-(4'-Bromo-biphenyl-4-yl)-acrylic acid ethyl ester

Downstream raw materials:

3S-(4'-bromobiphenyl-4-yl)-1S-(4-hydroxycoumarin-3-yl)-1,2,3,4-tetrahydronaphthalene

3S-(4'-bromobiphenyl-4-yl)-1R-(4-hydroxycoumarin-3-yl)-1,2,3,4-tetrahydronaphthalene

(R)-3-(4'-Bromo-biphenyl-4-yl)-3,4-dihydro-2H-naphthalen-1-one

(4S,5R)-1-[(R)-3-(4'-Bromo-biphenyl-4-yl)-4-phenyl-butyryl]-3,4-dimethyl-5-phenyl-imidazolidin-2-one