(5R)-5-[3-(1H-imidazol-1-yl)propyl]-1-[4-(2-methoxyethoxy)benzyl]-pyrrolidin-2-one

Base Information

• Chemical Name: (5R)-5-[3-(1H-imidazol-1-yl)propyl]-1-[4-(2-methoxyethoxy)benzyl]-pyrrolidin-2-one
• CAS No.: 1422064-13-8
• Molecular Formula: C₂₀H₂₇N₃O₃
• Molecular Weight: 357.453
• Mol file: 1422064-13-8.mol

Synonyms:(5R)-5-[3-(1H-imidazol-1-yl)propyl]-1-[4-(2-methoxyethoxy)benzyl]-pyrrolidin-2-one

Chemical Property of (5R)-5-[3-(1H-imidazol-1-yl)propyl]-1-[4-(2-methoxyethoxy)benzyl]-pyrrolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R)-5-[3-(1H-imidazol-1-yl)propyl]-1-[4-(2-methoxyethoxy)benzyl]-pyrrolidin-2-one

There total 9 articles about (5R)-5-[3-(1H-imidazol-1-yl)propyl]-1-[4-(2-methoxyethoxy)benzyl]-pyrrolidin-2-one 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: 58.0%

1H-imidazole (288-32-4) + 3-{(2R)-1-[4-(2-methoxyethoxy)benzyl]-5-oxopyrrolidin-2-yl}propyl 4-methylbenzenesulfonate (1422064-12-7) → (5R)-5-[3-(1H-imidazol-1-yl)propyl]-1-[4-(2-methoxyethoxy)benzyl]-pyrrolidin-2-one (1422064-13-8)

Guidance literature:

1H-imidazole; With caesium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 0.5h; Inert atmosphere;

3-{(2R)-1-[4-(2-methoxyethoxy)benzyl]-5-oxopyrrolidin-2-yl}propyl 4-methylbenzenesulfonate; In N,N-dimethyl-formamide; at 50 ℃; Inert atmosphere;

DOI:10.3390/molecules18010050

Reference yield:

[4-(2-methoxyethoxy)phenyl]methanol (79407-30-0) → (5R)-5-[3-(1H-imidazol-1-yl)propyl]-1-[4-(2-methoxyethoxy)benzyl]-pyrrolidin-2-one (1422064-13-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: phosphorus tribromide / diethyl ether / 20 °C / Inert atmosphere; Cooling with ice

2.1: sodium hydride / tetrahydrofuran; paraffin oil / 24.25 h / 0 - 20 °C / Inert atmosphere

3.1: lithium borohydride / tetrahydrofuran / 10 h / 20 °C / Inert atmosphere

4.1: triethylamine / dichloromethane / 0 - 20 °C

5.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 50 °C / Inert atmosphere

5.2: 50 °C / Inert atmosphere

With lithium borohydride; phosphorus tribromide; sodium hydride; caesium carbonate; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; paraffin oil;

DOI:10.3390/molecules18010050

Reference yield:

methyl 3-{(2S)-1-[4-(2-methoxyethoxy)benzyl]-5-oxopyrrolidin-2-yl} propanoate (1422064-10-5) → (5R)-5-[3-(1H-imidazol-1-yl)propyl]-1-[4-(2-methoxyethoxy)benzyl]-pyrrolidin-2-one (1422064-13-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium borohydride / tetrahydrofuran / 10 h / 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 0 - 20 °C

3.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 50 °C / Inert atmosphere

3.2: 50 °C / Inert atmosphere

With lithium borohydride; caesium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.3390/molecules18010050

upstream raw materials:

[4-(2-methoxyethoxy)phenyl]methanol

methyl 3-{(2S)-1-[4-(2-methoxyethoxy)benzyl]-5-oxopyrrolidin-2-yl} propanoate

1-(bromomethyl)-4-(2-methoxyethoxy)benzene

methyl 3-[(2S)-5-oxopyrrolidin-2-yl]propanoate