(S,S)-4,4'-bis(2-(1-tert-butoxycarbonylpyrrolidin-2-yl)-3H-imidazol-4-yl)biphenyl-2,2'-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: (S,S)-4,4'-bis(2-(1-tert-butoxycarbonylpyrrolidin-2-yl)-3H-imidazol-4-yl)biphenyl-2,2'-dicarboxylic acid dimethyl ester
• CAS No.: 1256384-15-2
• Molecular Formula: C₄₀H₄₈N₆O₈
• Molecular Weight: 740.857
• Mol file: 1256384-15-2.mol

Synonyms:(S,S)-4,4'-bis(2-(1-tert-butoxycarbonylpyrrolidin-2-yl)-3H-imidazol-4-yl)biphenyl-2,2'-dicarboxylic acid dimethyl ester

Chemical Property of (S,S)-4,4'-bis(2-(1-tert-butoxycarbonylpyrrolidin-2-yl)-3H-imidazol-4-yl)biphenyl-2,2'-dicarboxylic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,S)-4,4'-bis(2-(1-tert-butoxycarbonylpyrrolidin-2-yl)-3H-imidazol-4-yl)biphenyl-2,2'-dicarboxylic acid dimethyl ester

There total 2 articles about (S,S)-4,4'-bis(2-(1-tert-butoxycarbonylpyrrolidin-2-yl)-3H-imidazol-4-yl)biphenyl-2,2'-dicarboxylic acid dimethyl 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-(3-methoxycarbonyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester (1256384-13-0) → (S,S)-4,4'-bis(2-(1-tert-butoxycarbonylpyrrolidin-2-yl)-3H-imidazol-4-yl)biphenyl-2,2'-dicarboxylic acid dimethyl ester (1256384-15-2)

Guidance literature:

With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,2-dimethoxyethane; water; at 80 ℃; for 7h;

Reference yield:

(S)-2-(5-(4-bromo-3-methoxycarbonylphenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester (1256384-11-8) → (S,S)-4,4'-bis(2-(1-tert-butoxycarbonylpyrrolidin-2-yl)-3H-imidazol-4-yl)biphenyl-2,2'-dicarboxylic acid dimethyl ester (1256384-15-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium acetate / tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; N,N-dimethyl-formamide / 12 h / 80 °C

2: sodium hydrogencarbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,2-dimethoxyethane; water / 7 h / 80 °C

With potassium acetate; sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide;

Reference yield:

(S,S)-4,4'-bis(2-(1-tert-butoxycarbonylpyrrolidin-2-yl)-3H-imidazol-4-yl)biphenyl-2,2'-dicarboxylic acid dimethyl ester (1256384-15-2) → (S,S)-4,4'-bis(2-(1-tert-butoxycarbonylpyrrolidin-2-yl)-3H-imidazol-4-yl)-2,2'-bis(hydroxymethyl)biphenyl (1256384-17-4)

Guidance literature:

(S,S)-4,4'-bis(2-(1-tert-butoxycarbonylpyrrolidin-2-yl)-3H-imidazol-4-yl)biphenyl-2,2'-dicarboxylic acid dimethyl ester; With diisobutylaluminium hydride; In tetrahydrofuran; at -78 - 25 ℃; for 5h;

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

upstream raw materials:

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

(S)-2-(5-(3-methoxycarbonyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenyl)-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

(S,S)-4,4'-bis(2-(1-tert-butoxycarbonylpyrrolidin-2-yl)-3H-imidazol-4-yl)-2,2'-bis(hydroxymethyl)biphenyl