4-[[(2S)-(1H-imidazol-1-ylmethyl)-5-oxo-1-pyrrolidinyl]methyl]benzoic acid phenylmethyl ester

Base Information

Chemical Name:4-[[(2S)-(1H-imidazol-1-ylmethyl)-5-oxo-1-pyrrolidinyl]methyl]benzoic acid phenylmethyl ester
CAS No.:1308719-63-2
Molecular Formula:C₂₃H₂₃N₃O₃
Molecular Weight:389.454
Hs Code.:

Synonyms:4-[[(2S)-(1H-imidazol-1-ylmethyl)-5-oxo-1-pyrrolidinyl]methyl]benzoic acid phenylmethyl ester

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Chemical Property of 4-[[(2S)-(1H-imidazol-1-ylmethyl)-5-oxo-1-pyrrolidinyl]methyl]benzoic acid phenylmethyl ester

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Technology Process of 4-[[(2S)-(1H-imidazol-1-ylmethyl)-5-oxo-1-pyrrolidinyl]methyl]benzoic acid phenylmethyl ester

There total 10 articles about 4-[[(2S)-(1H-imidazol-1-ylmethyl)-5-oxo-1-pyrrolidinyl]methyl]benzoic acid phenylmethyl 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: 75.0%

: 288-32-4
1H-imidazole

: 1308719-60-9
4-[[(2S)-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-5-oxo-1-pyrrolidinyl]methyl]benzoic acid phenylmethyl ester

: 1308719-63-2
4-[[(2S)-(1H-imidazol-1-ylmethyl)-5-oxo-1-pyrrolidinyl]methyl]benzoic acid phenylmethyl ester

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

4-[[(2S)-[[[(4-methylphenyl)sulfonyl]oxy]methyl]-5-oxo-1-pyrrolidinyl]methyl]benzoic acid phenylmethyl ester; In N,N-dimethyl-formamide; at 50 ℃; Inert atmosphere;
DOI:10.1016/j.bmc.2011.03.044

Reference yield:

: 17342-08-4
(S)-Pyroglutaminol

: 1308719-63-2
4-[[(2S)-(1H-imidazol-1-ylmethyl)-5-oxo-1-pyrrolidinyl]methyl]benzoic acid phenylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap; triethylamine / N,N-dimethyl-formamide / 2.5 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; paraffin oil / 0 - 20 °C

3.1: trifluoroacetic acid / dichloromethane / 0.17 h / 20 °C

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 dmap; sodium hydride; caesium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; paraffin oil;
DOI:10.1016/j.bmc.2011.03.044

Reference yield:

: 1308719-52-9
4-[[2-oxo-(5S)-[[(triethylsilyl)oxy]methyl]-1-pyrrolidinyl]methyl]benzoic acid phenylmethyl ester

: 1308719-63-2
4-[[(2S)-(1H-imidazol-1-ylmethyl)-5-oxo-1-pyrrolidinyl]methyl]benzoic acid phenylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / dichloromethane / 0.17 h / 20 °C

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 caesium carbonate; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.03.044