(R)-tert-butyl(1-(1-acetyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

Base Information

• Chemical Name: (R)-tert-butyl(1-(1-acetyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate
• CAS No.: 160969-12-0
• Molecular Formula: C₂₉H₃₄F₃N₃O₅
• Molecular Weight: 561.601
• Mol file: 160969-12-0.mol

Synonyms:(R)-tert-butyl(1-(1-acetyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

Chemical Property of (R)-tert-butyl(1-(1-acetyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-tert-butyl(1-(1-acetyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

There total 4 articles about (R)-tert-butyl(1-(1-acetyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate 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: 90.0%

(R)-(-)-1-acetyl-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)indoline-7-carbonitrile (161024-53-9) + di-tert-butyl dicarbonate (24424-99-5) → (R)-tert-butyl(1-(1-acetyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate (160969-12-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 16.5h; Inert atmosphere;

DOI:10.1016/j.tet.2013.01.061

Reference yield:

1-acetyl-5-(2-aminopropyl)-2,3-dihydro-1H-indole-7-carbonitrile (175837-01-1) → (R)-tert-butyl(1-(1-acetyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate (160969-12-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate; potassium iodide / acetonitrile / 16 h / Inert atmosphere; Reflux

2.1: (S)-Mandelic acid / methanol / 0.5 h / Inert atmosphere; Sonication

2.2: 1 h / 20 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 16.5 h / 0 - 20 °C / Inert atmosphere

With (S)-Mandelic acid; potassium carbonate; triethylamine; potassium iodide; In methanol; dichloromethane; acetonitrile;

DOI:10.1016/j.tet.2013.01.061

Reference yield:

1-acetyl-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)indoline-7-carbonitrile (175837-07-7) → (R)-tert-butyl(1-(1-acetyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate (160969-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (S)-Mandelic acid / methanol / 0.5 h / Inert atmosphere; Sonication

1.2: 1 h / 20 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 16.5 h / 0 - 20 °C / Inert atmosphere

With (S)-Mandelic acid; triethylamine; In methanol; dichloromethane;

DOI:10.1016/j.tet.2013.01.061

upstream raw materials:

(R)-(-)-1-acetyl-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)indoline-7-carbonitrile

di-tert-butyl dicarbonate

1-acetyl-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)indoline-7-carbonitrile

1-acetyl-5-(2-aminopropyl)-2,3-dihydro-1H-indole-7-carbonitrile

Downstream raw materials:

1-(3-hydroxypropyl)-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carbonitrile

(R)-tert-butyl(1-(1-allyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate

silodosin

(R)-tert-butyl(1-(7-cyano-1-(3-hydroxypropyl)indolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate