2-[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]-propionic acid

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Chemical Name:2-[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]-propionic acid
CAS No.:476623-18-4
Molecular Formula:C₄₄H₄₅BrN₄O₇SSi
Molecular Weight:881.919
Hs Code.:

2-[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]-propionic acid

Synonyms:2-[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]-propionic acid

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Chemical Property of 2-[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]-propionic acid

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Technology Process of 2-[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]-propionic acid

There total 18 articles about 2-[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]-propionic acid 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: 89.0%

: 476623-24-2
2-[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]-propionaldehyde

: 476623-18-4
2-[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]-propionic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; hydrogenchloride; In acetone; pH=2;
DOI:10.1021/ja027822b

Reference yield:

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

: 476623-18-4
2-[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]-propionic acid

Guidance literature:: Multi-step reaction with 7 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

With potassium hydroxide; sodium chlorite; sodium dihydrogenphosphate; perchloric acid; 2-methyl-but-2-ene; mercury(II) diacetate; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; Dess-Martin periodane; pyridine hydrogenfluoride; acetic acid; hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; 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

: 476623-18-4
2-[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]-propionic acid

Guidance literature:: Multi-step reaction with 11 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

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