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

Base Information

• Chemical Name: 1-{3-methyl-1-[4-(2-piperidin-1-yl-ethoxy)-benzyl]-5-triisopropylsilanyloxy-1H-indol-2-yl}-ethylamine
• CAS No.: 937177-53-2
• Molecular Formula: C₃₄H₅₃N₃O₂Si
• Molecular Weight: 563.899
• Mol file: 937177-53-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 10 articles about 1-{3-methyl-1-[4-(2-piperidin-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:

2-(1-azido-ethyl)-3-methyl-1-[4-(2-piperidin-1-yl-ethoxy)-benzyl]-5-triisopropylsilanyloxy-1H-indole (945255-86-7) → 1-{3-methyl-1-[4-(2-piperidin-1-yl-ethoxy)-benzyl]-5-triisopropylsilanyloxy-1H-indol-2-yl}-ethylamine (937177-53-2)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/j.bmcl.2007.01.054

Reference yield:

piperidine (110-89-4) → 1-{3-methyl-1-[4-(2-piperidin-1-yl-ethoxy)-benzyl]-5-triisopropylsilanyloxy-1H-indol-2-yl}-ethylamine (937177-53-2)

Guidance literature:

Multi-step reaction with 2 steps

1: KI / dimethylformamide / 80 °C

2: LiEt₃BH / tetrahydrofuran / 0 °C

With lithium triethylborohydride; potassium iodide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2007.01.054

Reference yield:

1-Bromomethyl-4-(2-chloro-ethoxy)-benzene (198481-13-9) → 1-{3-methyl-1-[4-(2-piperidin-1-yl-ethoxy)-benzyl]-5-triisopropylsilanyloxy-1H-indol-2-yl}-ethylamine (937177-53-2)

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: 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

upstream raw materials:

2-(1-azido-ethyl)-3-methyl-1-[4-(2-piperidin-1-yl-ethoxy)-benzyl]-5-triisopropylsilanyloxy-1H-indole

piperidine

1-Bromomethyl-4-(2-chloro-ethoxy)-benzene

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

Downstream raw materials:

N-(1-{3-methyl-1-[4-(2-piperidin-1-yl-ethoxy)-benzyl]-5-triisopropylsilanyloxy-1H-indol-2-yl}-ethyl)-2-(2-phenyl-1H-indol-3-yl)-acetamide