[[(benzylcarbamoylmethyl)carbamoyl]methyl][1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl]carbamic acid 2,2,2-trichloroethyl ester

Base Information

Chemical Name:[[(benzylcarbamoylmethyl)carbamoyl]methyl][1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl]carbamic acid 2,2,2-trichloroethyl ester
CAS No.:628298-47-5
Molecular Formula:C₃₁H₃₄Cl₃N₃O₅S
Molecular Weight:667.053
Hs Code.:

Synonyms:[[(benzylcarbamoylmethyl)carbamoyl]methyl][1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl]carbamic acid 2,2,2-trichloroethyl ester

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Chemical Property of [[(benzylcarbamoylmethyl)carbamoyl]methyl][1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl]carbamic acid 2,2,2-trichloroethyl ester

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Technology Process of [[(benzylcarbamoylmethyl)carbamoyl]methyl][1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl]carbamic acid 2,2,2-trichloroethyl ester

There total 7 articles about [[(benzylcarbamoylmethyl)carbamoyl]methyl][1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl]carbamic acid 2,2,2-trichloroethyl ester 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: 73.0%

: 81110-67-0
glycine benzylamide trifluoroacetate

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

: 628298-47-5
[[(benzylcarbamoylmethyl)carbamoyl]methyl][1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl]carbamic acid 2,2,2-trichloroethyl ester

Guidance literature:: glycine benzylamide trifluoroacetate; [[1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl](2,2,2-trichloroethoxycarbonyl)amino]acetic acid; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.0833333h;

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; for 3.5h;
DOI:10.1021/jo030192r

Reference yield:

: 104-82-5
4-Methylbenzyl chloride

: 628298-47-5
[[(benzylcarbamoylmethyl)carbamoyl]methyl][1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl]carbamic acid 2,2,2-trichloroethyl ester

Guidance literature:: Multi-step reaction with 7 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

7.1: i-Pr₂NEt / CH₂Cl₂ / 0.08 h / 0 °C

7.2: 73 percent / N-(3-dimethylamino)propyl-N-ethylcarbodiimide; DMAP / CH₂Cl₂ / 3.5 h

With sodium hydroxide; n-butyllithium; trimethylsilyl bromide; N-ethyl-N,N-diisopropylamine; 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

: 628298-47-5
[[(benzylcarbamoylmethyl)carbamoyl]methyl][1-(4-methoxyphenyl)-2-(4-methylbenzylsulfanyl)ethyl]carbamic acid 2,2,2-trichloroethyl ester

Guidance literature:: Multi-step reaction with 6 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

6.1: i-Pr₂NEt / CH₂Cl₂ / 0.08 h / 0 °C

6.2: 73 percent / N-(3-dimethylamino)propyl-N-ethylcarbodiimide; DMAP / CH₂Cl₂ / 3.5 h

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