5-[4-[N-(cyclopropylmethyl)-N-[3-isopropyl-4-(methoxymethoxy)phenyl]amino]-3,5-dimethylphenylmethyl]thiazolidine-2,4-dione

Base Information

Chemical Name:5-[4-[N-(cyclopropylmethyl)-N-[3-isopropyl-4-(methoxymethoxy)phenyl]amino]-3,5-dimethylphenylmethyl]thiazolidine-2,4-dione
CAS No.:936133-35-6
Molecular Formula:C₂₇H₃₄N₂O₄S
Molecular Weight:482.644
Hs Code.:

Synonyms:5-[4-[N-(cyclopropylmethyl)-N-[3-isopropyl-4-(methoxymethoxy)phenyl]amino]-3,5-dimethylphenylmethyl]thiazolidine-2,4-dione

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Chemical Property of 5-[4-[N-(cyclopropylmethyl)-N-[3-isopropyl-4-(methoxymethoxy)phenyl]amino]-3,5-dimethylphenylmethyl]thiazolidine-2,4-dione

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Technology Process of 5-[4-[N-(cyclopropylmethyl)-N-[3-isopropyl-4-(methoxymethoxy)phenyl]amino]-3,5-dimethylphenylmethyl]thiazolidine-2,4-dione

There total 6 articles about 5-[4-[N-(cyclopropylmethyl)-N-[3-isopropyl-4-(methoxymethoxy)phenyl]amino]-3,5-dimethylphenylmethyl]thiazolidine-2,4-dione 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: 89.0%

: 936133-29-8
(Z)-5-[4-[N-(cyclopropylmethyl)-N-[3-isopropyl-4-(methoxymethoxy)phenyl]amino]-3,5-dimethylphenylmethylene]thiazolidine-2,4-dione

: 936133-35-6
5-[4-[N-(cyclopropylmethyl)-N-[3-isopropyl-4-(methoxymethoxy)phenyl]amino]-3,5-dimethylphenylmethyl]thiazolidine-2,4-dione

Guidance literature:: (Z)-5-[4-[N-(cyclopropylmethyl)-N-[3-isopropyl-4-(methoxymethoxy)phenyl]amino]-3,5-dimethylphenylmethylene]thiazolidine-2,4-dione; With sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

With sodium tetrahydroborate; In tetrahydrofuran; water; N,N-dimethyl-formamide; at 35 ℃; for 9h; Further stages.;
DOI:10.1016/j.bmc.2007.02.053

Reference yield:

: 24596-19-8
4-bromo-2,6-dimethylphenylamine

: 936133-35-6
5-[4-[N-(cyclopropylmethyl)-N-[3-isopropyl-4-(methoxymethoxy)phenyl]amino]-3,5-dimethylphenylmethyl]thiazolidine-2,4-dione

Guidance literature:: Multi-step reaction with 6 steps

1.1: 76 percent / CuI; KI; N,N'-dimethylethylenediamine / dimethylformamide / 24 h / 100 °C

2.1: 76 percent / 2-(di-cyclohexylphosphino)biphenyl; t-BuONa / Pd₂(dba)3 / toluene / 19 h / 100 °C

3.1: 61 percent / NaH / dimethylformamide / 0 - 20 °C

4.1: 89 percent / diisobutylaluminium hydride / toluene / 0 - 20 °C

5.1: 86 percent / piperidine / ethanol / 20 h / Heating

6.1: cobalt-dimethylglyoxime complex; NaOH / tetrahydrofuran; dimethylformamide / 0.5 h / 20 °C

6.2: 89 percent / sodium borohydride / tetrahydrofuran; dimethylformamide; H₂O / 9 h / 35 °C

With piperidine; sodium hydroxide; copper(l) iodide; sodium hydride; diisobutylaluminium hydride; potassium iodide; sodium t-butanolate; N,N`-dimethylethylenediamine; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene; 5.1: Knoevenagel condensation;
DOI:10.1016/j.bmc.2007.02.053

Reference yield:

: 74896-24-5
4-amino-3,5-dimethylbenzonitrile

: 936133-35-6
5-[4-[N-(cyclopropylmethyl)-N-[3-isopropyl-4-(methoxymethoxy)phenyl]amino]-3,5-dimethylphenylmethyl]thiazolidine-2,4-dione

Guidance literature:: Multi-step reaction with 5 steps

1.1: 76 percent / 2-(di-cyclohexylphosphino)biphenyl; t-BuONa / Pd₂(dba)3 / toluene / 19 h / 100 °C

2.1: 61 percent / NaH / dimethylformamide / 0 - 20 °C

3.1: 89 percent / diisobutylaluminium hydride / toluene / 0 - 20 °C

4.1: 86 percent / piperidine / ethanol / 20 h / Heating

5.1: cobalt-dimethylglyoxime complex; NaOH / tetrahydrofuran; dimethylformamide / 0.5 h / 20 °C

5.2: 89 percent / sodium borohydride / tetrahydrofuran; dimethylformamide; H₂O / 9 h / 35 °C

With piperidine; sodium hydroxide; sodium hydride; diisobutylaluminium hydride; sodium t-butanolate; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; toluene; 4.1: Knoevenagel condensation;
DOI:10.1016/j.bmc.2007.02.053