(3S)-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyric acid

Base Information

• Chemical Name: (3S)-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyric acid
• CAS No.: 1315282-22-4
• Molecular Formula: C₁₅H₁₅BrN₂O₃
• Molecular Weight: 351.2
• Mol file: 1315282-22-4.mol

Synonyms:(3S)-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyric acid

Chemical Property of (3S)-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyric acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyric acid

There total 2 articles about (3S)-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyric acid 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: 95.0%

C24H21BrN4O4 (1315282-07-5) → (3S)-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyric acid (1315282-22-4)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/anie.201102405

Reference yield:

3-(4-bromophenyl)-1-(1-methyl-1H-imidazol-2-yl)prop-2-en-1-one → (3S)-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyric acid (1315282-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: silver hexafluoroantimonate; hexafluoropropan-2-ol; 2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline]; copper dichloride / dichloromethane / 72 h / -78 °C / Molecular sieve; Inert atmosphere

2: lithium hydroxide / tetrahydrofuran; water / 2 h / 0 - 20 °C / Inert atmosphere

With silver hexafluoroantimonate; hexafluoropropan-2-ol; 2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline]; copper dichloride; lithium hydroxide; In tetrahydrofuran; dichloromethane; water; 1: Mukaiyama-Michael reaction;

DOI:10.1002/anie.201102405

Reference yield: 92.0%

(S)-1-(1-Naphthyl)ethanol (15914-84-8,1517-72-2) + (3S)-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyric acid (1315282-22-4) → (1'S,3S)-1'-naphthylethyl-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyrate (1315282-20-2)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; optical yield given as %de; Inert atmosphere;

DOI:10.1002/anie.201102405

upstream raw materials:

C₂₄H₂₁BrN₄O₄

Downstream raw materials:

(1'S,3S)-1-(1'-naphthyl)ethyl methyl 3-(4-bromophenyl)pentanedioate

(1'S,3S)-1'-naphthylethyl-4-(1-methyl-1H-imidazolylcarbonyl)-3-(4-bromophenyl)butyrate