1423218-40-9

Basic information

• Product Name: tert-butyl (2R)-(1-(1-(3-benzyloxypropyl)-7-cyanoindolin-5-yl)propane-2-yl)-N-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate
• Synonyms: tert-butyl (2R)-(1-(1-(3-benzyloxypropyl)-7-cyanoindolin-5-yl)propane-2-yl)-N-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate
• CAS NO: 1423218-40-9
• Molecular Weight: 667.769
• Mol File: 1423218-40-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: tert-butyl (2R)-(1-(1-(3-benzyloxypropyl)-7-cyanoindolin-5-yl)propane-2-yl)-N-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (2R)-(1-(1-(3-benzyloxypropyl)-7-cyanoindolin-5-yl)propane-2-yl)-N-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate(1423218-40-9)
• EPA Substance Registry System: tert-butyl (2R)-(1-(1-(3-benzyloxypropyl)-7-cyanoindolin-5-yl)propane-2-yl)-N-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate(1423218-40-9)

Safety Data

• Hazardous Substances Data: 1423218-40-9(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 160969-00-6 1-(2-bromoethoxy)-2-(2,2,2-trifluoroethoxy)benzene 
• 1096141-54-6 1-(3-(benzyloxy)propyl)-5-bromoindoline-7-carbonitrile 
• 115661-82-0 7-cyanoindoline 
• 1096141-53-5 5-bromo-7-indolinecarbonitrile 
• 4799-68-2 3-benzyloxypropan-1-ol 
• 100-39-0 benzyl bromide 
• 160969-20-0 tert-butyl [(2R)-1-(7-cyanoindolin-5-yl)propan-2-yl]-{2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}carbamate 
• 120758-24-9 1-benzyloxy-3-tosyloxypropane 
• 160969-03-9 1-(2-methanesulfonyloxyethoxy)-2-(2,2,2-trifluoroethoxy)benzene 
• 175837-01-1 1-acetyl-5-(2-aminopropyl)-2,3-dihydro-1H-indole-7-carbonitrile 
• 175837-07-7 1-acetyl-5-(2-((2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)amino)propyl)indoline-7-carbonitrile 

Downstream Products

• 175870-34-5 tert-butyl (2R)-(1-(1-(3-benzyloxypropyl)-7-carbamoylindolin-5-yl)propan-2-yl)-N-(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate 
• 160970-54-7 silodosin 
• 1427271-99-5 (R)-tert-butyl(1-(7-cyano-1-(3-hydroxypropyl)indolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate 
• 885340-13-6 1-(3-hydroxypropyl)-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indole-7-carbonitrile 
• 1427272-02-3 (R)-tert-butyl(1-(1-allyl-7-cyanoindolin-5-yl)propan-2-yl)(2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl)carbamate 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF SILODOSIN

The present invention relates to a new process of preparation of Silodosin, or a pharmaceutically acceptable salt thereof. Another aspect of the invention concerns compounds of formula II: or their pharmaceutically acceptable salts thereof, and their use for the preparation of Silodosin or a pharmaceutically acceptable salt thereof.

METHOD OF PREPARING ADRENERGIC ANTAGONIST

PROBLEM TO BE SOLVED: To provide a method of preparing a selective adrenergic antagonist for an α-1A-adrenergic receptor and a useful intermediate thereof. SOLUTION: This invention provides an advantageous production method of a novel intermediate particularly fitted for production on an industrial scale, regarding the production of a pharmaceutical compound represented by formula (I), silodosin: 1-(3-hydroxypropyl)-5-[(2R)-({2-[2-[2-(2,2,2-trifluoroethoxy) phenoxy]ethyl}amino) propyl]indoline-7-carboxamide, or salt thereof. COPYRIGHT: (C)2015,JPOandINPIT

Enantioselective synthesis of (-)-(R) Silodosin by ultrasound-assisted diastereomeric crystallization

Enantioselective synthesis of clinically approved drug - Silodosin for the treatment of benign prostatic hyperplasia from the commercially available compounds 1-acetyl-5-(2-aminopropyl) indoline-7-carbonitrile A and 2-(2-(2,2,2-trifluoroethoxy)phenoxy)ethyl methanesulfonate C is explored. Key step in the synthesis is chiral resolution of intermediate 1, which was achieved by a simple diastereomeric crystallization using (S)-(+)-mandelic acid assisted by ultrasonication. The present synthetic strategy has lesser number of steps and is vastly improved the overall yield in this short route towards target compound - Silodosin.