N-(2-bromo-5-chlorophenyl)-2-(diphenyl-tert-butylsilyloxy)-4-hydroxy-N-(4-methoxybenzyl)-butyramide

Base Information

Chemical Name:N-(2-bromo-5-chlorophenyl)-2-(diphenyl-tert-butylsilyloxy)-4-hydroxy-N-(4-methoxybenzyl)-butyramide
CAS No.:671207-52-6
Molecular Formula:C₃₄H₃₇BrClNO₄Si
Molecular Weight:667.115
Hs Code.:

Synonyms:N-(2-bromo-5-chlorophenyl)-2-(diphenyl-tert-butylsilyloxy)-4-hydroxy-N-(4-methoxybenzyl)-butyramide

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Chemical Property of N-(2-bromo-5-chlorophenyl)-2-(diphenyl-tert-butylsilyloxy)-4-hydroxy-N-(4-methoxybenzyl)-butyramide

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Technology Process of N-(2-bromo-5-chlorophenyl)-2-(diphenyl-tert-butylsilyloxy)-4-hydroxy-N-(4-methoxybenzyl)-butyramide

There total 7 articles about N-(2-bromo-5-chlorophenyl)-2-(diphenyl-tert-butylsilyloxy)-4-hydroxy-N-(4-methoxybenzyl)-butyramide 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: 72.0%

: 671207-51-5
N-(2-bromo-5-chlorophenyl)-N-(4-methoxybenzyl)-2-(diphenyl-tert-butylsilyloxy)-4-(dimethyl-tert-butylsilyloxy)-butyramide

: 671207-52-6
N-(2-bromo-5-chlorophenyl)-2-(diphenyl-tert-butylsilyloxy)-4-hydroxy-N-(4-methoxybenzyl)-butyramide

Guidance literature:: With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 1h;
DOI:10.1016/S0014-827X(03)00166-6

Reference yield:

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

: 671207-52-6
N-(2-bromo-5-chlorophenyl)-2-(diphenyl-tert-butylsilyloxy)-4-hydroxy-N-(4-methoxybenzyl)-butyramide

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

: 671207-52-6
N-(2-bromo-5-chlorophenyl)-2-(diphenyl-tert-butylsilyloxy)-4-hydroxy-N-(4-methoxybenzyl)-butyramide

Guidance literature:: Multi-step reaction with 5 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

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