Bookcover of Alternative methods for obtaining of cherylline derivatives
Booktitle:

Alternative methods for obtaining of cherylline derivatives

LAP LAMBERT Academic Publishing (2017-12-01 )

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ISBN-13:

978-620-2-07857-3

ISBN-10:
620207857X
EAN:
9786202078573
Book language:
English
Blurb/Shorttext:
In this book are presented the results from research on alternative approaches towards the synthesis of 4- aryl-l,2,3,4-tetrhydroisoquinolines as synthetic analogues of the alkaloid cherylline. Optimal conditions for the synthesis of the required 2,2-disubstituted ethylamine precursors are found. The Schotten- Baumann method for amide synthesis is then successfully applied and the synthesized amides are used in an intramolecular α-amidoalkylation reaction to obtain 4-substituted 1,2,3,4-tetrahydroisoquinolines. An eco-friendly procedure utilizing PPA/SiO2 catalyst for the intramolecular α -amidoalkylation is developed. Microwave-assisted variant of this eco-friendly procedure is also successfully developed. By the Bischler-Napieralski method are synthesized five new 1,4- disubstituted-l,2,3,4-tetrahydroisoquinolines. These are potential inhibitors of DHODH. It is found that the reduction of 1,4-disubstituted 3,4-dihydroisoquinolines leads to formation of diastereoisomers. The diastereoisomers are successfully separated by preparative column chromatography and 2:1 (cis:trans) ratio is determined. This ratio is not affected by the temperature at which the reaction is carried out.
Publishing house:
LAP LAMBERT Academic Publishing
Website:
https://www.lap-publishing.com/
By (author) :
Stanimir Manolov, Iliyan Ivanov
Number of pages:
52
Published on:
2017-12-01
Stock:
Available
Category:
Organic chemistry
Price:
23.90 €
Keywords:
1, 2, 3, Heterogeneous Catalysis, Microwave synthesis, PPA, Cherylline, alpha-amidoalkylation, 4-tetrahydrosiquinoline

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