(R,Z)-dimethyl 2-(5-(((4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)amino)-methyl)-2-fluorobenzamido)pentanedioate

Base Information

Chemical Name:(R,Z)-dimethyl 2-(5-(((4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)amino)-methyl)-2-fluorobenzamido)pentanedioate
CAS No.:1310744-60-5
Molecular Formula:C₂₅H₂₄FN₃O₇S
Molecular Weight:529.546
Hs Code.:

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

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

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

There total 4 articles about (R,Z)-dimethyl 2-(5-(((4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)amino)-methyl)-2-fluorobenzamido)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: 92.0%

: 103754-57-0
(5Z)-5-(4-aminobenzylidene)-1,3-thiazolidine-2,4-dione

: 1310744-58-1
(R)-1,5-dimethyl 2-(2-fluoro-5-formylbenzamido)pentanedioate

: 1310744-60-5
(R,Z)-dimethyl 2-(5-(((4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)amino)-methyl)-2-fluorobenzamido)pentanedioate

Guidance literature:: (5Z)-5-(4-aminobenzylidene)-1,3-thiazolidine-2,4-dione; (R)-1,5-dimethyl 2-(2-fluoro-5-formylbenzamido)pentanedioate; With acetic acid; In methanol; at 65 ℃; for 1h;

With sodium cyanoborohydride; In methanol; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1021/jm2002525

Reference yield:

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

: 1310744-60-5
(R,Z)-dimethyl 2-(5-(((4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)amino)-methyl)-2-fluorobenzamido)pentanedioate

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 3 h / 20 °C

2.1: acetic acid / methanol / 1 h / 65 °C

2.2: 24 h / 20 °C / Inert atmosphere

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; triethylamine; In methanol; dichloromethane;
DOI:10.1021/jm2002525

Reference yield:

: 555-16-8
4-nitrobenzaldehdye

: 1310744-60-5
(R,Z)-dimethyl 2-(5-(((4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenyl)amino)-methyl)-2-fluorobenzamido)pentanedioate

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: tin(II) chloride dihdyrate / ethanol / 2 h / Reflux

3.1: acetic acid / methanol / 1 h / 65 °C

3.2: 24 h / 20 °C / Inert atmosphere

With piperidine; tin(II) chloride dihdyrate; acetic acid; In methanol; ethanol; 1.1: Knoevenagel condensation;
DOI:10.1021/jm2002525