(R,Z)-dimethyl 2-(4-((4-((2,4-dioxothiazolidin-5-ylidene)methyl)benzyl)amino)benzamido)pentanedioate

Base Information

Chemical Name:(R,Z)-dimethyl 2-(4-((4-((2,4-dioxothiazolidin-5-ylidene)methyl)benzyl)amino)benzamido)pentanedioate
CAS No.:1310744-87-6
Molecular Formula:C₂₅H₂₅N₃O₇S
Molecular Weight:511.555
Hs Code.:

Synonyms:(R,Z)-dimethyl 2-(4-((4-((2,4-dioxothiazolidin-5-ylidene)methyl)benzyl)amino)benzamido)pentanedioate

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Chemical Property of (R,Z)-dimethyl 2-(4-((4-((2,4-dioxothiazolidin-5-ylidene)methyl)benzyl)amino)benzamido)pentanedioate

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Technology Process of (R,Z)-dimethyl 2-(4-((4-((2,4-dioxothiazolidin-5-ylidene)methyl)benzyl)amino)benzamido)pentanedioate

There total 5 articles about (R,Z)-dimethyl 2-(4-((4-((2,4-dioxothiazolidin-5-ylidene)methyl)benzyl)amino)benzamido)pentanedioate 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: 25.0%

: 1310744-86-5
(Z)-4-((4-((2,4-dioxothiazolidin-5-ylidene)methyl)benzyl)amino)benzoic acid

: 13515-99-6,23150-65-4,27025-25-8
D-glutamic acid dimethyl ester hydrochloride

: 1310744-87-6
(R,Z)-dimethyl 2-(4-((4-((2,4-dioxothiazolidin-5-ylidene)methyl)benzyl)amino)benzamido)pentanedioate

Guidance literature:: (Z)-4-((4-((2,4-dioxothiazolidin-5-ylidene)methyl)benzyl)amino)benzoic acid; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In dichloromethane; for 0.25h;

D-glutamic acid dimethyl ester hydrochloride; With triethylamine; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1021/jm2002525

Reference yield:

: 40681-88-7
4-(1,3-dioxolan-2-yl)benzaldehyde

: 1310744-87-6
(R,Z)-dimethyl 2-(4-((4-((2,4-dioxothiazolidin-5-ylidene)methyl)benzyl)amino)benzamido)pentanedioate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium cyanoborohydride / methanol / 16 h / 20 °C

2.1: hydrogenchloride / tetrahydrofuran; water / 18 h / 0 - 20 °C

3.1: piperidine; acetic acid / ethanol / 24 h / Reflux

4.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / dichloromethane / 0.25 h

4.2: 5 h / 20 °C

With piperidine; hydrogenchloride; sodium cyanoborohydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; triethylamine; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; 3.1: Knoevenagel condensation;
DOI:10.1021/jm2002525

Reference yield:

: 1310744-84-3
4-((4-(1,3-dioxolan-2-yl)benzyl)amino)benzoic acid

: 1310744-87-6
(R,Z)-dimethyl 2-(4-((4-((2,4-dioxothiazolidin-5-ylidene)methyl)benzyl)amino)benzamido)pentanedioate

Guidance literature:: Multi-step reaction with 3 steps

1.1: hydrogenchloride / tetrahydrofuran; water / 18 h / 0 - 20 °C

2.1: piperidine; acetic acid / ethanol / 24 h / Reflux

3.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine / dichloromethane / 0.25 h

3.2: 5 h / 20 °C

With piperidine; hydrogenchloride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; triethylamine; In tetrahydrofuran; ethanol; dichloromethane; water; 2.1: Knoevenagel condensation;
DOI:10.1021/jm2002525