N-[2-(4-bromo-1H-indol-3-yl)-2-oxo-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-acetamide

Base Information

Chemical Name:N-[2-(4-bromo-1H-indol-3-yl)-2-oxo-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-acetamide
CAS No.:321527-29-1
Molecular Formula:C₂₈H₂₉BrN₂O₃Si
Molecular Weight:549.539
Hs Code.:

<i>N</i>-[2-(4-bromo-1<i>H</i>-indol-3-yl)-2-oxo-ethyl]-2-(<i>tert</i>-butyl-diphenyl-silanyloxy)-acetamide

Synonyms:N-[2-(4-bromo-1H-indol-3-yl)-2-oxo-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-acetamide

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Chemical Property of N-[2-(4-bromo-1H-indol-3-yl)-2-oxo-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-acetamide

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Technology Process of N-[2-(4-bromo-1H-indol-3-yl)-2-oxo-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-acetamide

There total 8 articles about N-[2-(4-bromo-1H-indol-3-yl)-2-oxo-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-acetamide 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: 85.0%

: N-[2-(4-bromo-1H-indol-3-yl)-2-hydroxy-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-acetamide

: 321527-29-1
N-[2-(4-bromo-1H-indol-3-yl)-2-oxo-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-acetamide

Guidance literature:: With dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; at 25 ℃; for 4h;
DOI:10.1021/ja040090y

Reference yield:

: 52488-36-5
4-bromo-1H-indole

: 321527-29-1
N-[2-(4-bromo-1H-indol-3-yl)-2-oxo-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-acetamide

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent / trifluoroacetic acid / 0.5 h / 25 °C

2: 87 percent / LiAlH₄ / tetrahydrofuran / 6 h / Heating

3: 79 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide*HCl; 1-hydroxybenzotriazole hydrate / CH₂Cl₂ / 6 h / 25 °C

4: 82 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / tetrahydrofuran; H₂O / 4 h / 0 °C

5: 85 percent / o-iodoxybenzoic acid; DMSO / tetrahydrofuran / 4 h / 25 °C

With lithium aluminium tetrahydride; dimethyl sulfoxide; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ja040090y

Reference yield:

: 108061-74-1
2-(4-bromo-1H-indol-3-yl)ethan-1-amine

: 321527-29-1
N-[2-(4-bromo-1H-indol-3-yl)-2-oxo-ethyl]-2-(tert-butyl-diphenyl-silanyloxy)-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1: 79 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide*HCl; 1-hydroxybenzotriazole hydrate / CH₂Cl₂ / 6 h / 25 °C

2: 82 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / tetrahydrofuran; H₂O / 4 h / 0 °C

3: 85 percent / o-iodoxybenzoic acid; DMSO / tetrahydrofuran / 4 h / 25 °C

With dimethyl sulfoxide; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ja040090y