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

Base Information

• Chemical Name: N-[1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethyl]-2-(2-phenyl-1H-indol-3-yl)-acetamide
• CAS No.: 945255-99-2
• Molecular Formula: C₅₀H₆₄N₄O₃Si
• Molecular Weight: 797.169
• Mol file: 945255-99-2.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 11 articles about N-[1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethyl]-2-(2-phenyl-1H-indol-3-yl)-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: 65.0%

1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethylamine (937177-52-1) + 2-phenylindole-3-acetic acid (4662-03-7) → N-[1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethyl]-2-(2-phenyl-1H-indol-3-yl)-acetamide (945255-99-2)

Guidance literature:

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; dimethyl sulfoxide; at 20 ℃;

DOI:10.1016/j.bmcl.2007.01.054

Reference yield:

1-Bromomethyl-4-(2-chloro-ethoxy)-benzene (198481-13-9) → N-[1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethyl]-2-(2-phenyl-1H-indol-3-yl)-acetamide (945255-99-2)

Guidance literature:

Multi-step reaction with 6 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

6.1: 65 percent / EDC; DMAP / CH₂Cl₂; dimethylsulfoxide / 20 °C

With dmap; (R)-2-methyl-CBS-oxazaboroline; diphenyl-phosphinic acid; sodium hydride; lithium triethylborohydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2007.01.054

Reference yield:

1-(5-hydroxy-3-methyl-1H-indol-2-yl)-ethanone (937177-46-3) → N-[1-(3-methyl-1-{4-[2-(3-methyl-pyrrolidin-1-yl)-ethoxy]-benzyl}-5-triisopropylsilanyloxy-1H-indol-2-yl)-ethyl]-2-(2-phenyl-1H-indol-3-yl)-acetamide (945255-99-2)

Guidance literature:

Multi-step reaction with 7 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

7.1: 65 percent / EDC; DMAP / CH₂Cl₂; dimethylsulfoxide / 20 °C

With dmap; (R)-2-methyl-CBS-oxazaboroline; diphenyl-phosphinic acid; sodium hydride; lithium triethylborohydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2007.01.054

upstream raw materials:

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

2-phenylindole-3-acetic acid

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

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