N-[(1S)-1-(hydroxymethyl)-2-oxo-2-(2-propylanilino)ethyl]-4-[(Z)-(4-oxo-2-thioxo-thiazolidin-5-ylidene)methyl]benzamide

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Chemical Name:N-[(1S)-1-(hydroxymethyl)-2-oxo-2-(2-propylanilino)ethyl]-4-[(Z)-(4-oxo-2-thioxo-thiazolidin-5-ylidene)methyl]benzamide
CAS No.:1352436-40-8
Molecular Formula:C₂₃H₂₃N₃O₄S₂
Molecular Weight:469.585
Hs Code.:

Synonyms:N-[(1S)-1-(hydroxymethyl)-2-oxo-2-(2-propylanilino)ethyl]-4-[(Z)-(4-oxo-2-thioxo-thiazolidin-5-ylidene)methyl]benzamide

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Chemical Property of N-[(1S)-1-(hydroxymethyl)-2-oxo-2-(2-propylanilino)ethyl]-4-[(Z)-(4-oxo-2-thioxo-thiazolidin-5-ylidene)methyl]benzamide

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Technology Process of N-[(1S)-1-(hydroxymethyl)-2-oxo-2-(2-propylanilino)ethyl]-4-[(Z)-(4-oxo-2-thioxo-thiazolidin-5-ylidene)methyl]benzamide

There total 4 articles about N-[(1S)-1-(hydroxymethyl)-2-oxo-2-(2-propylanilino)ethyl]-4-[(Z)-(4-oxo-2-thioxo-thiazolidin-5-ylidene)methyl]benzamide 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: 37.0%

: 1352436-42-0
N-[(1S)-1-(tert-butoxymethyl)-2-oxo-2-(2-propylanilino)ethyl]-4-[(Z)-(4-oxo-2-thioxo-thiazolidin-5-ylidene)methyl]benzamide

: 1352436-40-8
N-[(1S)-1-(hydroxymethyl)-2-oxo-2-(2-propylanilino)ethyl]-4-[(Z)-(4-oxo-2-thioxo-thiazolidin-5-ylidene)methyl]benzamide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃;
DOI:10.1016/j.bmc.2011.10.042

Reference yield:

: 1352436-70-4
benzyl N-[(1S)-1-(tert-butoxymethyl)-2-oxo-2-(2-n-propylanilino)ethyl]carbamate

: 1352436-40-8
N-[(1S)-1-(hydroxymethyl)-2-oxo-2-(2-propylanilino)ethyl]-4-[(Z)-(4-oxo-2-thioxo-thiazolidin-5-ylidene)methyl]benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; cyclohexene / ethyl acetate / 2 h / Inert atmosphere; Reflux

2: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 20 °C

With palladium 10% on activated carbon; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; cyclohexene; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.10.042

Reference yield:

: 1821-39-2
2-propylaniline

: 1352436-40-8
N-[(1S)-1-(hydroxymethyl)-2-oxo-2-(2-propylanilino)ethyl]-4-[(Z)-(4-oxo-2-thioxo-thiazolidin-5-ylidene)methyl]benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; cyclohexene / ethyl acetate / 2 h / Inert atmosphere; Reflux

3: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

4: trifluoroacetic acid / dichloromethane / 20 °C

With palladium 10% on activated carbon; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; cyclohexene; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.10.042