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Synthesis of Silodosin by Copper‐Catalysed C–C Arylation
Author(s) -
Calogero Francesco,
Allegrini Pietro,
Attolino Emanuele,
Passarella Daniele
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201500753
Subject(s) - silodosin , chemistry , enantiopure drug , indoline , amination , cyanation , combinatorial chemistry , regioselectivity , reductive amination , copper , enantioselective synthesis , stereochemistry , organic chemistry , catalysis , prostate , lower urinary tract symptoms , medicine , cancer
The synthesis of silodosin, an antidysuria drug, has been accomplished starting from commercially available indoline. The synthetic strategy is based on Cu I ‐catalysed C–C arylation, regioselective cyanation, and diastereoselective reductive amination. The enantiopure compound was obtained by selective crystallisation of a diasteroisomeric mixture.