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N-Halosuccinimides or trichloroisocyanuric acid catalyzed hydrolysis of digitalis steroids for efficient preparation of genins

delete2026-02-01
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PRE
AI
M
Mariana T. Cordeiro
E
Ericke C. Oliveira
J
Jefferson L. Princival
R
Rosimeire C. Barcelos
J
José A.F.P. Villar *
DOI：10.1016/j.tetlet.2026.156001delete
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Abstract

Abstract

En 中文
N-Halosuccinimides (NBS or NCS) or trichloroisocyanuric acid (TCCA) were employed as catalysts for the hydrolytic cleavage of glycosidic bonds in digitalis derivatives, including digoxin and digitoxin. A simple, scalable, and operationally straightforward protocol was developed for the preparation of genins from digitalis steroids using commercially available, non-corrosive catalysts in a hydroalcoholic medium. This method affords clean products in excellent yields (96-99%), with purity confirmed by NMR and HRMS after simple filtration and solvent evaporation, thereby eliminating the need for chromatographic purification.
Keywords:
Succinimides
Trichloroisocyanuric acid
Digoxin
Digitoxin

Journal

T
Tetrahedron Letters
IF:
1.5
Papers:
148
Citations:
4.2W

Organization

U
universidade federal de sao joao del-rei
Scholars:
2.5K
Papers: 1.9K
Citations: 2
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