(S)-pyrrolidine-1,2-dicarboxylic acid 2-(2-(4-bromo-3-methoxycarbonylphenyl)-2-oxoethyl) ester 1-tert-butyl ester

Base Information

• Chemical Name: (S)-pyrrolidine-1,2-dicarboxylic acid 2-(2-(4-bromo-3-methoxycarbonylphenyl)-2-oxoethyl) ester 1-tert-butyl ester
• CAS No.: 1256384-09-4
• Molecular Formula: C₂₀H₂₄BrNO₇
• Molecular Weight: 470.317
• Mol file: 1256384-09-4.mol

Synonyms:(S)-pyrrolidine-1,2-dicarboxylic acid 2-(2-(4-bromo-3-methoxycarbonylphenyl)-2-oxoethyl) ester 1-tert-butyl ester

Chemical Property of (S)-pyrrolidine-1,2-dicarboxylic acid 2-(2-(4-bromo-3-methoxycarbonylphenyl)-2-oxoethyl) ester 1-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-pyrrolidine-1,2-dicarboxylic acid 2-(2-(4-bromo-3-methoxycarbonylphenyl)-2-oxoethyl) ester 1-tert-butyl ester

There total 3 articles about (S)-pyrrolidine-1,2-dicarboxylic acid 2-(2-(4-bromo-3-methoxycarbonylphenyl)-2-oxoethyl) ester 1-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:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) + 2-bromo-5-(2-bromoacetyl)benzoic acid methyl ester (1256384-07-2) → (S)-pyrrolidine-1,2-dicarboxylic acid 2-(2-(4-bromo-3-methoxycarbonylphenyl)-2-oxoethyl) ester 1-tert-butyl ester (1256384-09-4)

Guidance literature:

With triethylamine; In acetonitrile; for 10h;

Reference yield:

2-bromo-5-iodobenzoic acid methyl ester (717880-58-5) → (S)-pyrrolidine-1,2-dicarboxylic acid 2-(2-(4-bromo-3-methoxycarbonylphenyl)-2-oxoethyl) ester 1-tert-butyl ester (1256384-09-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 17 h / 80 °C

1.2: 0.83 h / 0 °C

2.1: triethylamine / acetonitrile / 10 h

With triethylamine; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; acetonitrile;

Reference yield:

2-bromo-5-iodobenzoic acid (25252-00-0) → (S)-pyrrolidine-1,2-dicarboxylic acid 2-(2-(4-bromo-3-methoxycarbonylphenyl)-2-oxoethyl) ester 1-tert-butyl ester (1256384-09-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride / 12 h / 55 °C

2.1: bis-triphenylphosphine-palladium(II) chloride / 1,4-dioxane / 17 h / 80 °C

2.2: 0.83 h / 0 °C

3.1: triethylamine / acetonitrile / 10 h

With thionyl chloride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; acetonitrile;

upstream raw materials:

1-(tert-butoxycarbonyl)-L-proline

2-bromo-5-(2-bromoacetyl)benzoic acid methyl ester

2-bromo-5-iodobenzoic acid methyl ester

2-bromo-5-iodobenzoic acid

Downstream raw materials:

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