1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethylamine

Base Information

Chemical Name:1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethylamine
CAS No.:937177-52-1
Molecular Formula:C₃₄H₅₃N₃O₂Si
Molecular Weight:563.899
Hs Code.:

1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1<i>H</i>-indol-2-yl)-ethylamine

Synonyms:1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethylamine

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Chemical Property of 1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethylamine

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Technology Process of 1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethylamine

There total 10 articles about 1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethylamine 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: 100.0%

: 945255-85-6
2-(1-azido-ethyl)-3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indole

: 937177-52-1
1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethylamine

Guidance literature:: With lithium triethylborohydride; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/j.bmcl.2007.01.054

Reference yield:

: 198481-13-9
1-Bromomethyl-4-(2-chloro-ethoxy)-benzene

: 937177-52-1
1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethylamine

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / dimethylformamide / 0 °C

1.2: 90 percent / dimethylformamide / 18 h / 60 °C

2.1: (R)-2-methyl-CBS-oxazaboroline / tetrahydrofuran / 1 h / 0 °C

3.1: DPPA; DBU / tetrahydrofuran / 4 h / 0 - 20 °C

4.1: KI / dimethylformamide / 80 °C

5.1: 100 percent / LiEt₃BH / tetrahydrofuran / 0 °C

With (R)-2-methyl-CBS-oxazaboroline; diphenyl-phosphinic acid; sodium hydride; lithium triethylborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2007.01.054

Reference yield:

: 937177-46-3
1-(5-hydroxy-3-methyl-1H-indol-2-yl)-ethanone

: 937177-52-1
1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethylamine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 92 percent / NaH / dimethylformamide / 0 °C

2.1: NaH / dimethylformamide / 0 °C

2.2: 90 percent / dimethylformamide / 18 h / 60 °C

3.1: (R)-2-methyl-CBS-oxazaboroline / tetrahydrofuran / 1 h / 0 °C

4.1: DPPA; DBU / tetrahydrofuran / 4 h / 0 - 20 °C

5.1: KI / dimethylformamide / 80 °C

6.1: 100 percent / LiEt₃BH / tetrahydrofuran / 0 °C

With (R)-2-methyl-CBS-oxazaboroline; diphenyl-phosphinic acid; sodium hydride; lithium triethylborohydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2007.01.054