(E)-hex-2-enedioic acid 6-[(2-bromo-5-chlorophenyl)-(4-methoxybenzyl)-amide]-5-(diphenyl-tert-butylsilyloxy)-1-phenylamide

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Chemical Name:(E)-hex-2-enedioic acid 6-[(2-bromo-5-chlorophenyl)-(4-methoxybenzyl)-amide]-5-(diphenyl-tert-butylsilyloxy)-1-phenylamide
CAS No.:671207-55-9
Molecular Formula:C₄₂H₄₂BrClN₂O₄Si
Molecular Weight:782.249
Hs Code.:

Synonyms:(E)-hex-2-enedioic acid 6-[(2-bromo-5-chlorophenyl)-(4-methoxybenzyl)-amide]-5-(diphenyl-tert-butylsilyloxy)-1-phenylamide

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Chemical Property of (E)-hex-2-enedioic acid 6-[(2-bromo-5-chlorophenyl)-(4-methoxybenzyl)-amide]-5-(diphenyl-tert-butylsilyloxy)-1-phenylamide

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Technology Process of (E)-hex-2-enedioic acid 6-[(2-bromo-5-chlorophenyl)-(4-methoxybenzyl)-amide]-5-(diphenyl-tert-butylsilyloxy)-1-phenylamide

There total 10 articles about (E)-hex-2-enedioic acid 6-[(2-bromo-5-chlorophenyl)-(4-methoxybenzyl)-amide]-5-(diphenyl-tert-butylsilyloxy)-1-phenylamide 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: 78.0%

: 62-53-3
aniline

: 671207-54-8
6-[(2-bromo-5-chlorophenyl)-(4-methoxybenzyl)-carbamoyl]-5-(diphenyl-tert-butylsilyloxy)-(E)-hex-2-enoic acid ethyl ester

: 671207-55-9
(E)-hex-2-enedioic acid 6-[(2-bromo-5-chlorophenyl)-(4-methoxybenzyl)-amide]-5-(diphenyl-tert-butylsilyloxy)-1-phenylamide

Guidance literature:: aniline; With diethylaluminium chloride; In hexane; dichloromethane; at 20 ℃; for 0.5h;

6-[(2-bromo-5-chlorophenyl)-(4-methoxybenzyl)-carbamoyl]-5-(diphenyl-tert-butylsilyloxy)-(E)-hex-2-enoic acid ethyl ester; In hexane; dichloromethane; toluene; at 80 ℃; for 1h;
DOI:10.1016/S0014-827X(03)00166-6

Reference yield:

: 823-57-4
2-bromo-5-chloroaniline

: 671207-55-9
(E)-hex-2-enedioic acid 6-[(2-bromo-5-chlorophenyl)-(4-methoxybenzyl)-amide]-5-(diphenyl-tert-butylsilyloxy)-1-phenylamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: Et₂AlCl / hexane; CH₂Cl₂ / 0.5 h

1.2: 40 percent / hexane; CH₂Cl₂ / 3 h / 20 °C

2.1: 99 percent / imidazole; 4-(dimethylamino)pyridine / dimethylformamide / 12 h / 20 °C

3.1: NaH / dimethylformamide / 0.5 h / 20 °C

3.2: 51 percent / NaI / dimethylformamide / 2 h / 80 °C

4.1: 72 percent / p-TsOH / methanol / 1 h / 20 °C

5.1: 75 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.5 h / -78 - -20 °C

6.1: 80 percent / toluene / 2 h / 70 °C

7.1: Et₂AlCl / hexane; CH₂Cl₂ / 0.5 h / 20 °C

7.2: 78 percent / hexane; CH₂Cl₂; toluene / 1 h / 80 °C

With 1H-imidazole; dmap; oxalyl dichloride; diethylaluminium chloride; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 5.1: Swern oxidation;
DOI:10.1016/S0014-827X(03)00166-6

Reference yield:

: 41513-04-6
2-chloro-5-bromonitrobenzene

: 671207-55-9
(E)-hex-2-enedioic acid 6-[(2-bromo-5-chlorophenyl)-(4-methoxybenzyl)-amide]-5-(diphenyl-tert-butylsilyloxy)-1-phenylamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: 97 percent / Fe; AcOH / ethanol / 1 h / 100 °C

2.1: Et₂AlCl / hexane; CH₂Cl₂ / 0.5 h

2.2: 40 percent / hexane; CH₂Cl₂ / 3 h / 20 °C

3.1: 99 percent / imidazole; 4-(dimethylamino)pyridine / dimethylformamide / 12 h / 20 °C

4.1: NaH / dimethylformamide / 0.5 h / 20 °C

4.2: 51 percent / NaI / dimethylformamide / 2 h / 80 °C

5.1: 72 percent / p-TsOH / methanol / 1 h / 20 °C

6.1: 75 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 0.5 h / -78 - -20 °C

7.1: 80 percent / toluene / 2 h / 70 °C

8.1: Et₂AlCl / hexane; CH₂Cl₂ / 0.5 h / 20 °C

8.2: 78 percent / hexane; CH₂Cl₂; toluene / 1 h / 80 °C

With 1H-imidazole; dmap; oxalyl dichloride; diethylaluminium chloride; iron; sodium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; In methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 6.1: Swern oxidation;
DOI:10.1016/S0014-827X(03)00166-6