(2R)-2-(3-((4-oxo-2-thioxothiazolidin-5-yl)methyl)benzamido)pentanedioic acid

Base Information

Chemical Name:(2R)-2-(3-((4-oxo-2-thioxothiazolidin-5-yl)methyl)benzamido)pentanedioic acid
CAS No.:1334590-95-2
Molecular Formula:C₁₆H₁₆N₂O₆S₂
Molecular Weight:396.445
Hs Code.:

Synonyms:(2R)-2-(3-((4-oxo-2-thioxothiazolidin-5-yl)methyl)benzamido)pentanedioic acid

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Chemical Property of (2R)-2-(3-((4-oxo-2-thioxothiazolidin-5-yl)methyl)benzamido)pentanedioic acid

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Technology Process of (2R)-2-(3-((4-oxo-2-thioxothiazolidin-5-yl)methyl)benzamido)pentanedioic acid

There total 4 articles about (2R)-2-(3-((4-oxo-2-thioxothiazolidin-5-yl)methyl)benzamido)pentanedioic 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: 86.0%

: 1334590-93-0
dimethyl (2R)-2-(3-((4-oxo-2-thioxothiazolidin-5-yl)methyl)benzamido)pentanedioate

: 1334590-95-2
(2R)-2-(3-((4-oxo-2-thioxothiazolidin-5-yl)methyl)benzamido)pentanedioic acid

Guidance literature:: dimethyl (2R)-2-(3-((4-oxo-2-thioxothiazolidin-5-yl)methyl)benzamido)pentanedioate; With lithium hydroxide; In methanol; water; at 20 ℃; for 15h;

With hydrogenchloride; In water; pH=2;
DOI:10.1016/j.ejmech.2011.05.070

Reference yield:

: 1334590-76-9
dimethyl (R,Z)-2-(3-((4-oxo-2-thioxothiazolidin-5-ylidene)methyl)benzamido)pentanedioate

: 1334590-95-2
(2R)-2-(3-((4-oxo-2-thioxothiazolidin-5-yl)methyl)benzamido)pentanedioic acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; silica gel / toluene / 24 h / 100 °C / Inert atmosphere

2.1: lithium hydroxide / methanol; water / 15 h / 20 °C

2.2: pH 2

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; silica gel; lithium hydroxide; In methanol; water; toluene;
DOI:10.1016/j.ejmech.2011.05.070

Reference yield:

: 619-21-6
m-formylphenyl benzoic acid

: 1334590-95-2
(2R)-2-(3-((4-oxo-2-thioxothiazolidin-5-yl)methyl)benzamido)pentanedioic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: piperidine; acetic acid / ethanol / 0.33 h / 150 °C / Microwave irradiation

2.1: 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 24 h / 20 °C / pH 8

3.1: diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; silica gel / toluene / 24 h / 100 °C / Inert atmosphere

4.1: lithium hydroxide / methanol; water / 15 h / 20 °C

4.2: pH 2

With piperidine; 4-methyl-morpholine; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; silica gel; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium hydroxide; In methanol; ethanol; water; N,N-dimethyl-formamide; toluene; 1.1: Knoevenagel condensation;
DOI:10.1016/j.ejmech.2011.05.070