tert-butyl 2-(4,5-dibromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 2-(4,5-dibromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylate
• CAS No.: 1240893-76-8
• Molecular Formula: C₁₂H₁₇Br₂N₃O₂
• Molecular Weight: 395.094
• Mol file: 1240893-76-8.mol

Synonyms:tert-butyl 2-(4,5-dibromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylate;

Chemical Property of tert-butyl 2-(4,5-dibromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylate

Chemical Property:

• PSA: 58.22000
• LogP: 3.94460

Purity/Quality:

98%,99%, ^*data from raw suppliers

(2S)-2-(4,5-Dibromo-1H-imidazol-2-yl)-1-pyrrolidinecarboxylicAcid1,1-DimethylethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 2-(4,5-dibromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylate

There total 5 articles about tert-butyl 2-(4,5-dibromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylate 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: 65.0%

(S)-tert-butyl 2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate (1007882-58-7,1332326-40-5) → (S)-2-(4,5-dibromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester (1240893-76-8)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at 0 ℃; for 2h; Product distribution / selectivity;

Reference yield:

Boc-L-Pro-H (69610-41-9,117625-90-8) → (S)-2-(4,5-dibromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester (1240893-76-8)

Guidance literature:

Multi-step reaction with 3 steps

1: ammonium hydroxide / water; methanol / 19 h / 20 °C

2: N-Bromosuccinimide / dichloromethane / 1.25 h / Cooling with ice

3: N-Bromosuccinimide / tetrahydrofuran / 20 °C / Inert atmosphere

With ammonium hydroxide; N-Bromosuccinimide; In tetrahydrofuran; methanol; dichloromethane; water;

Reference yield:

(S)-2-(4-bromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester (1007882-59-8) → (S)-2-(4,5-dibromo-1H-imidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester (1240893-76-8)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

upstream raw materials:

(S)-tert-butyl 2-(1H-imidazol-2-yl)pyrrolidine-1-carboxylate

N-(tert-butoxycarbonyl)-L-prolinol

Boc-L-Pro-H

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

Downstream raw materials:

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

(S)-2-{5-[5-(4-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methyl-butyryl)pyrrolidin-2-yl]-3H-imidazol-4-yl}phenyl)thieno[3,2-b]thiophen-2-yl]-1H-imidazol-2-yl}pyrrolidine-1-carboxylic acid tert-butyl ester

[(S)-1-((S)-2-{4-[4-(6-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methylbutyryl)pyrrolidin-2-yl]-3H-imidazol-4-yl}thieno[3,2-b]thiophen-3-yl)phenyl]-1H-imidazol-2-yl}pyrrolidine-1-carbonyl)-2-methylpropyl]carbamicacid methyl ester

(S)-2-{5-[6-(4-{2-[(S)-1-((S)-2-methoxycarbonylamino-3-methylbutyryl)pyrrolidin-2-yl]-1H-imidazol-4-yl}phenyl)thieno[3,2-b]thiophen-3-yl]-1H-imidazol-2-yl}pyrrolidine-1-carboxylic acid tert-butyl ester

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