Synthesis of berberine bromide analogs containing tertiary amides of acetic acid in the 9-O-position

Synthesis of berberine bromide analogs containing tertiary amides of acetic acid in the 9-O-position

9- O -Acetamide analogs of berberine bromide were prepared in 20–87% yields via reaction of the isoquinoline alkaloid berberrubine with tertiary amides of bromoacetic acid. Aminolysis did not occur during reaction of methyl-2-(9-demethoxyberberine bromide-9-yl)hydroxyacetate with secondary amines. T...

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Veröffentlicht in:Chemistry of natural compounds 2013, Vol.48 (6), p.1047-1053
Hauptverfasser: Nechepurenko, I. V., Komarova, N. I., Vasil’ev, V. G., Salakhutdinov, N. F.
Format: Artikel
Sprache:eng
Schlagworte:
Acetic acid
Amides
Medicine
Organic acids
Organic Chemistry
Pharmacy
Plant Sciences
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Zusammenfassung:9- O -Acetamide analogs of berberine bromide were prepared in 20–87% yields via reaction of the isoquinoline alkaloid berberrubine with tertiary amides of bromoacetic acid. Aminolysis did not occur during reaction of methyl-2-(9-demethoxyberberine bromide-9-yl)hydroxyacetate with secondary amines. The corresponding acid or its ethyl ester was isolated.
ISSN:0009-3130
1573-8388
DOI:10.1007/s10600-013-0461-z