Synthesis of bile acid amines via microwave irradiation

Herein, we present microwave-assisted reductive amination of oxo derivative of deoxycholic acid with morpholine in the presence of sodium-cyanoborohydride. These chemical transformation produces a majority of the 3β-amino isomer 5 as a new compound after five minutes of irradiation. In addition, for...

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Bibliographic Details
Main Authors: Vasiljević Bojana
Prekodravac Jovana
Jovanovic Dragana
Corporate Author: International Symposium on Analytical and Environmental Problems (26.) (2020) (Szeged)
Format: Book part
Published: 2020
Series:Proceedings of the International Symposium on Analytical and Environmental Problems 26
Kulcsszavak:Kémia
Subjects:
Online Access:http://acta.bibl.u-szeged.hu/74034
Description
Summary:Herein, we present microwave-assisted reductive amination of oxo derivative of deoxycholic acid with morpholine in the presence of sodium-cyanoborohydride. These chemical transformation produces a majority of the 3β-amino isomer 5 as a new compound after five minutes of irradiation. In addition, formylated bile acid have been proved as excellent starting material for the synthesis of bile acid`s N-morpholino amine. Microwave-assisted reactions of formylation in the absence of catalyst, selective deformylation, as well as further oxidation with N-bromosuccinimide gained 3-oxo derivatives of deoxycholic acid acid in high yield. Compared to the conventional protocol a remarkable reduction in overall processing time from hours to a few minutes was achieved.
Physical Description:344-348
ISBN:978-963-306-771-0