3-[4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]-2-methylpropionic acid tert-butyl ester

Base Information

Chemical Name:3-[4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]-2-methylpropionic acid tert-butyl ester
CAS No.:590402-36-1
Molecular Formula:C₃₀H₃₅ClN₄O₅
Molecular Weight:567.085
Hs Code.:

Synonyms:3-[4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]-2-methylpropionic acid tert-butyl ester

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Chemical Property of 3-[4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]-2-methylpropionic acid tert-butyl ester

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Technology Process of 3-[4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]-2-methylpropionic acid tert-butyl ester

There total 5 articles about 3-[4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]-2-methylpropionic acid tert-butyl 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: 33.0%

: 4-[N-ethyl-N-(β-hydroxyethyl)]amino-2'-chloro-4'-nitroazobenzene

: 590402-35-0
3-(4-hydroxyphenyl)-2-methylpropionic acid tert-butyl ester

: 590402-36-1
3-[4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]-2-methylpropionic acid tert-butyl ester

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1039/b302239k

Reference yield:

: 501-97-3
4-hydroxyphenylpropionic acid

: 590402-36-1
3-[4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]-2-methylpropionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: carbonyldiimidazole / dimethylformamide / 48 h / 40 °C

1.2: 65 percent / DBU / dimethylformamide / 2 h / 65 °C

2.1: 79 percent / DMAP; Et₃N / CH₂Cl₂ / 8 h / 20 °C

3.1: 60 percent / LDA; HMPA / tetrahydrofuran / 18 h / -78 - 20 °C

4.1: 82 percent / TBAF / tetrahydrofuran / 0.33 h / 20 °C

5.1: 33 percent / diethyl azodicarboxylate; Ph₃P / CH₂Cl₂ / 3 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; 1,1'-carbonyldiimidazole; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 5.1: Mitsunobu alkylation;
DOI:10.1039/b302239k

Reference yield:

: 51458-31-2
3-(4-hydroxyphenyl)propionic acid tert-butyl ester

: 590402-36-1
3-[4-(2-{[4-(2-chloro-4-nitrophenylazo)phenyl]ethylamino}ethoxy)phenyl]-2-methylpropionic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / DMAP; Et₃N / CH₂Cl₂ / 8 h / 20 °C

2: 60 percent / LDA; HMPA / tetrahydrofuran / 18 h / -78 - 20 °C

3: 82 percent / TBAF / tetrahydrofuran / 0.33 h / 20 °C

4: 33 percent / diethyl azodicarboxylate; Ph₃P / CH₂Cl₂ / 3 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; tetrabutyl ammonium fluoride; triethylamine; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; 4: Mitsunobu alkylation;
DOI:10.1039/b302239k