(S)-2-(5-(4-bromo-3-hydroxymethylphenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (S)-2-(5-(4-bromo-3-hydroxymethylphenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester
• CAS No.: 1256384-29-8
• Molecular Formula: C₁₉H₂₄BrN₃O₃
• Molecular Weight: 422.322
• Mol file: 1256384-29-8.mol

Synonyms:(S)-2-(5-(4-bromo-3-hydroxymethylphenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property of (S)-2-(5-(4-bromo-3-hydroxymethylphenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(5-(4-bromo-3-hydroxymethylphenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester

There total 1 articles about (S)-2-(5-(4-bromo-3-hydroxymethylphenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester 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:

(S)-2-(5-(4-bromo-3-methoxycarbonylphenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester (1256384-11-8) → (S)-2-(5-(4-bromo-3-hydroxymethylphenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester (1256384-29-8)

Guidance literature:

(S)-2-(5-(4-bromo-3-methoxycarbonylphenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester; With diisobutylaluminium hydride; In tetrahydrofuran; at -78 - 25 ℃; for 5h;

With sodium hydroxide; In tetrahydrofuran; water; at 0 ℃; pH=11;

Reference yield:

(S)-2-(5-(4-bromo-3-hydroxymethylphenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester (1256384-29-8) → (S)-2-(5-(4-bromo-3-formylphenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester (1256384-31-2)

Guidance literature:

(S)-2-(5-(4-bromo-3-hydroxymethylphenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester; With dimethyl sulfoxide; triethylamine; for 0.5h;

With sulfur trioxide pyridine complex; for 2h;

With water; at 0 ℃; for 0.5h;

Reference yield:

(S)-2-(5-(4-bromo-3-hydroxymethylphenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester (1256384-29-8) → (S,S)-2'-methylaminomethyl-4,4'-bis(2-(pyrrolidin-2-yl)-3H-imidazol-4-yl)biphenyl-2-carboxylic acid methyl ester (1256384-37-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: dimethyl sulfoxide; triethylamine / 0.5 h

1.2: 2 h

1.3: 0.5 h / 0 °C

2.1: tetrahydrofuran; methanol

2.2: 12 h

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 12 h

4.1: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 20 h / 80 °C

5.1: trifluoroacetic acid / dichloromethane / 2 h

With sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; dichloromethane; water;

upstream raw materials:

(S)-2-(5-(4-bromo-3-methoxycarbonylphenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

(S)-2-(5-(4-bromo-3-formylphenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester

C₂₀H₂₇BrN₄O₂

(S)-2-(5-{4-bromo-3-[(tert-butoxycarbonyl(methyl)amino)methyl]phenyl}-1H-imidazol-2-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester

(S,S)-2'-methylaminomethyl-4,4'-bis(2-(pyrrolidin-2-yl)-3H-imidazol-4-yl)biphenyl-2-carboxylic acid methyl ester