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The practical, efficient, diastereoselective synthesis of (3<em>R</em>,1ʹ<em>S</em>)-3-[(1ʹ-<em>N</em>-methylamino)ethyl]pyrrolidine: A chiral side chain unit for quinolone type anti-fungal agents

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Title The practical, efficient, diastereoselective synthesis of (3<em>R</em>,1ʹ<em>S</em>)-3-[(1ʹ-<em>N</em>-methylamino)ethyl]pyrrolidine: A chiral side chain unit for quinolone type anti-fungal agents
 
Creator Yuasa, Yoshifumi
 
Subject <em>N</em>-Methylaminoethylpyrrolidine
Quinolone type anti-fungal agents
Chiral building block
Diasteroselective hydrogenation
Ru-BINAP complex catalyst
 
Description 1189-1193
(3<em>R</em>, 1ʹ<em>S</em>)-3-[(1ʹ-<em>N</em>-Methylamino)ethyl]pyrrolidine <strong>1</strong>, which is an important chiral building block, has been synthesized from 3-acetyl-1-benzyl-2-pyrrolidione <strong>5</strong> by diasteroselective hydrogenation using the Ru-BINAP complex as the key step, followed by hydride reduction, methanesulfonylation, inverse amination and debenzylation.
 
Date 2018-09-13T06:19:06Z
2018-09-13T06:19:06Z
2018-09
 
Type Article
 
Identifier 0975-0983(Online); 0376-4699(Print)
http://nopr.niscair.res.in/handle/123456789/45045
 
Language en_US
 
Rights <img src='http://nopr.niscair.res.in/image/cc-license-sml.png'> <a href='http://creativecommons.org/licenses/by-nc-nd/2.5/in' target='_blank'>CC Attribution-Noncommercial-No Derivative Works 2.5 India</a>
 
Publisher NISCAIR-CSIR, India
 
Source IJC-B Vol.57B(09) [September 2018]