4-[(2S)-2-(1H-imidazol-1-ylmethyl)-5-oxotetrahydro-1H-pyrrol-1-yl]methylbenzenecarboxylic acid

Base Information

Chemical Name:4-[(2S)-2-(1H-imidazol-1-ylmethyl)-5-oxotetrahydro-1H-pyrrol-1-yl]methylbenzenecarboxylic acid
CAS No.:1308719-71-2
Molecular Formula:C₁₆H₁₇N₃O₃
Molecular Weight:299.329
Hs Code.:

Synonyms:4-[(2S)-2-(1H-imidazol-1-ylmethyl)-5-oxotetrahydro-1H-pyrrol-1-yl]methylbenzenecarboxylic acid

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Chemical Property of 4-[(2S)-2-(1H-imidazol-1-ylmethyl)-5-oxotetrahydro-1H-pyrrol-1-yl]methylbenzenecarboxylic acid

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Technology Process of 4-[(2S)-2-(1H-imidazol-1-ylmethyl)-5-oxotetrahydro-1H-pyrrol-1-yl]methylbenzenecarboxylic acid

There total 10 articles about 4-[(2S)-2-(1H-imidazol-1-ylmethyl)-5-oxotetrahydro-1H-pyrrol-1-yl]methylbenzenecarboxylic acid 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: 96.0%

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

: 1308719-71-2
4-[(2S)-2-(1H-imidazol-1-ylmethyl)-5-oxotetrahydro-1H-pyrrol-1-yl]methylbenzenecarboxylic acid

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol;
DOI:10.1016/j.bmc.2011.03.044

Reference yield:

: 17342-08-4
(S)-Pyroglutaminol

: 1308719-71-2
4-[(2S)-2-(1H-imidazol-1-ylmethyl)-5-oxotetrahydro-1H-pyrrol-1-yl]methylbenzenecarboxylic acid

Guidance literature:: Multi-step reaction with 6 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

6.1: palladium 10% on activated carbon; hydrogen / methanol

With dmap; palladium 10% on activated carbon; hydrogen; sodium hydride; caesium carbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; 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

: 1308719-71-2
4-[(2S)-2-(1H-imidazol-1-ylmethyl)-5-oxotetrahydro-1H-pyrrol-1-yl]methylbenzenecarboxylic acid

Guidance literature:: Multi-step reaction with 4 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

4.1: palladium 10% on activated carbon; hydrogen / methanol

With palladium 10% on activated carbon; hydrogen; caesium carbonate; triethylamine; trifluoroacetic acid; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.03.044