[[1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl](2,2,2-trichloroethoxycarbonyl)amino]acetic acid

Base Information

Chemical Name:[[1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl](2,2,2-trichloroethoxycarbonyl)amino]acetic acid
CAS No.:628298-46-4
Molecular Formula:C₂₂H₂₄Cl₃NO₅S
Molecular Weight:520.861
Hs Code.:

Synonyms:[[1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl](2,2,2-trichloroethoxycarbonyl)amino]acetic acid

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Chemical Property of [[1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl](2,2,2-trichloroethoxycarbonyl)amino]acetic acid

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Technology Process of [[1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl](2,2,2-trichloroethoxycarbonyl)amino]acetic acid

There total 6 articles about [[1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl](2,2,2-trichloroethoxycarbonyl)amino]acetic 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: 74.0%

: 628298-45-3
rac-[1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethylamino]acetic acid

: 17341-93-4
2,2,2-Trichloroethyl chloroformate

: 628298-46-4
[[1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl](2,2,2-trichloroethoxycarbonyl)amino]acetic acid

Guidance literature:: With sodium hydroxide; In 1,4-dioxane; at 0 - 20 ℃; for 15.5h;
DOI:10.1021/jo030192r

Reference yield:

: 104-82-5
4-Methylbenzyl chloride

: 628298-46-4
[[1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl](2,2,2-trichloroethoxycarbonyl)amino]acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 90 percent / NaI / 1,2-dimethoxy-ethane / 11 h

2.1: BuLi / hexane; tetrahydrofuran / 0.42 h / 0 °C

2.2: hexane; tetrahydrofuran / 13 h

2.3: 235 mg / NaBH₄ / methanol; ethyl acetate / 1.25 h / 0 °C

3.1: Me₃SiBr / CH₂Cl₂ / 0.5 h / 0 °C

4.1: 224 mg / CH₂Cl₂ / 3 h

5.1: 91 percent / aq. NaOH / dioxane / 4 h

6.1: 74 percent / aq. NaOH / dioxane / 15.5 h / 0 - 20 °C

With sodium hydroxide; n-butyllithium; trimethylsilyl bromide; sodium iodide; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; hexane; dichloromethane;
DOI:10.1021/jo030192r

Reference yield:

: 628298-41-9
thioacetic acid S-(4-methylbenzyl) ester

: 628298-46-4
[[1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl](2,2,2-trichloroethoxycarbonyl)amino]acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: BuLi / hexane; tetrahydrofuran / 0.42 h / 0 °C

1.2: hexane; tetrahydrofuran / 13 h

1.3: 235 mg / NaBH₄ / methanol; ethyl acetate / 1.25 h / 0 °C

2.1: Me₃SiBr / CH₂Cl₂ / 0.5 h / 0 °C

3.1: 224 mg / CH₂Cl₂ / 3 h

4.1: 91 percent / aq. NaOH / dioxane / 4 h

5.1: 74 percent / aq. NaOH / dioxane / 15.5 h / 0 - 20 °C

With sodium hydroxide; n-butyllithium; trimethylsilyl bromide; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane;
DOI:10.1021/jo030192r