2-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-(2,4-dichloro-6-iodophenyl)-3-(4-bromophenyl)-N-methylacrylamide

Base Information

Chemical Name:2-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-(2,4-dichloro-6-iodophenyl)-3-(4-bromophenyl)-N-methylacrylamide
CAS No.:535932-54-8
Molecular Formula:C₂₄H₂₉BrCl₂INO₂Si
Molecular Weight:669.3
Hs Code.:

Synonyms:2-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-(2,4-dichloro-6-iodophenyl)-3-(4-bromophenyl)-N-methylacrylamide

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Chemical Property of 2-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-(2,4-dichloro-6-iodophenyl)-3-(4-bromophenyl)-N-methylacrylamide

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Technology Process of 2-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-(2,4-dichloro-6-iodophenyl)-3-(4-bromophenyl)-N-methylacrylamide

There total 5 articles about 2-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-(2,4-dichloro-6-iodophenyl)-3-(4-bromophenyl)-N-methylacrylamide 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: 90.0%

: 535932-58-2
3-(4-bromo-phenyl)-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-N-(2,4-dichloro-6-iodo-phenyl)-acrylamide

: 74-88-4
methyl iodide

: 535932-54-8
2-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-(2,4-dichloro-6-iodophenyl)-3-(4-bromophenyl)-N-methylacrylamide

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1021/ol034314d

Reference yield:

: 697-90-5
2,4-dichloro-6-iodoaniline

: 535932-54-8
2-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-(2,4-dichloro-6-iodophenyl)-3-(4-bromophenyl)-N-methylacrylamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: AlMe₃ / hexane; benzene / 0.75 h / 0 - 20 °C

1.2: 67 percent / hexane; benzene / 15 h / Heating

2.1: 72 percent / imidazole / dimethylformamide / 1 h / 20 °C

3.1: 90 percent / LiHMDS / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; trimethylaluminum; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol034314d

Reference yield:

: 1122-91-4
4-bromo-benzaldehyde

: 535932-54-8
2-[2-(tert-butyldimethylsilanyloxy)ethyl]-N-(2,4-dichloro-6-iodophenyl)-3-(4-bromophenyl)-N-methylacrylamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 84 percent / toluene / 8 h / Heating

2.1: AlMe₃ / hexane; benzene / 0.75 h / 0 - 20 °C

2.2: 67 percent / hexane; benzene / 15 h / Heating

3.1: 72 percent / imidazole / dimethylformamide / 1 h / 20 °C

4.1: 90 percent / LiHMDS / tetrahydrofuran / 1 h / 20 °C

With 1H-imidazole; trimethylaluminum; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene; benzene; 1.1: Wittig olefination;
DOI:10.1021/ol034314d