1-amino-3-[7-benzyloxy-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-4-yl]-butan-2-one

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Chemical Name:1-amino-3-[7-benzyloxy-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-4-yl]-butan-2-one
CAS No.:476623-35-5
Molecular Formula:C₄₅H₄₈BrN₅O₆SSi
Molecular Weight:894.962
Hs Code.:

1-amino-3-[7-benzyloxy-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1<i>H</i>-indol-3-yl]-6-methoxy-pyrazin-2-yl}-1-(2-trimethylsilanyl-ethoxymethyl)-1<i>H</i>-indol-4-yl]-butan-2-one

Synonyms:1-amino-3-[7-benzyloxy-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-4-yl]-butan-2-one

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Chemical Property of 1-amino-3-[7-benzyloxy-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-4-yl]-butan-2-one

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Technology Process of 1-amino-3-[7-benzyloxy-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-4-yl]-butan-2-one

There total 22 articles about 1-amino-3-[7-benzyloxy-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-4-yl]-butan-2-one 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%

: 476623-19-5
3-[7-benzyloxy-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-4-yl]-1-bromo-butan-2-one

: 476623-35-5
1-amino-3-[7-benzyloxy-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-4-yl]-butan-2-one

Guidance literature:: With ammonia; In methanol; at 23 ℃; for 6h;
DOI:10.1021/ja027822b

Reference yield:

: 52415-29-9
6-bromo-1H-indole

: 476623-35-5
1-amino-3-[7-benzyloxy-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-4-yl]-butan-2-one

Guidance literature:: Multi-step reaction with 11 steps

1.1: potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / toluene / 4 h

2.1: perchloric acid; mercury(II) diacetate; acetic acid / 24 h

2.2: BH₃*THF / 1 h / 23 °C

2.3: water

3.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / methanol; benzene / 72 h / 23 °C

4.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / methanol; benzene / 72 h / 50 °C

5.1: pyridine hydrogenfluoride / tetrahydrofuran / 1.5 h / 0 °C

6.1: Dess-Martin periodane / dichloromethane / 0.33 h / 23 °C

7.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / hydrogenchloride / acetone / pH 2

8.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 0 °C

9.1: triethylamine / tetrahydrofuran; diethyl ether / 0 - 23 °C

10.1: hydrogen bromide / tetrahydrofuran / 0.08 h

11.1: ammonia / methanol / 6 h / 23 °C

With potassium hydroxide; sodium chlorite; sodium dihydrogenphosphate; perchloric acid; 2-methyl-but-2-ene; oxalyl dichloride; mercury(II) diacetate; ammonia; hydrogen bromide; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; Dess-Martin periodane; pyridine hydrogenfluoride; acetic acid; triethylamine; N,N-dimethyl-formamide; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; toluene; benzene; 3.1: Suzuki coupling / 4.1: Suzuki coupling;
DOI:10.1021/ja027822b

Reference yield:

: 383868-64-2
1-(benzyloxy)-4-bromo-2-nitrobenzene

: 476623-35-5
1-amino-3-[7-benzyloxy-3-{5-[6-bromo-1-(toluene-4-sulfonyl)-1H-indol-3-yl]-6-methoxy-pyrazin-2-yl}-1-(2-trimethylsilanyl-ethoxymethyl)-1H-indol-4-yl]-butan-2-one

Guidance literature:: Multi-step reaction with 15 steps

1.1: tetrahydrofuran / 4 h / -40 °C

2.1: sodium hydride / tetrahydrofuran / 0.5 h / 23 °C

2.2: 13 / 6 h / 23 °C

3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.25 h / -78 °C

3.2: 13; 17 / 1.5 h / -78 °C

4.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / methanol; benzene / 2 h / 80 °C

5.1: hydrogen / palladium / benzene / 1 h / 760.05 Torr

6.1: N-Bromosuccinimide / tetrahydrofuran / 0.08 h

7.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.25 h / -78 °C

7.2: 13; 17 / 1 h / -78 °C

8.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / methanol; benzene / 72 h / 50 °C

9.1: pyridine hydrogenfluoride / tetrahydrofuran / 1.5 h / 0 °C

10.1: Dess-Martin periodane / dichloromethane / 0.33 h / 23 °C

11.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / hydrogenchloride / acetone / pH 2

12.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 0 °C

13.1: triethylamine / tetrahydrofuran; diethyl ether / 0 - 23 °C

14.1: hydrogen bromide / tetrahydrofuran / 0.08 h

15.1: ammonia / methanol / 6 h / 23 °C

With sodium chlorite; sodium dihydrogenphosphate; N-Bromosuccinimide; 2-methyl-but-2-ene; oxalyl dichloride; ammonia; hydrogen bromide; hydrogen; tert.-butyl lithium; sodium hydride; sodium carbonate; Dess-Martin periodane; pyridine hydrogenfluoride; triethylamine; N,N-dimethyl-formamide; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; pentane; benzene; 4.1: Suzuki coupling / 8.1: Suzuki coupling;
DOI:10.1021/ja027822b