Some cyclic ketals and acetals of digitoxin, digoxin, and ouabain
โ Scribed by Khalid S. Ishaq; Ole Gisvold
- Publisher
- John Wiley and Sons
- Year
- 1970
- Tongue
- English
- Weight
- 251 KB
- Volume
- 59
- Category
- Article
- ISSN
- 0022-3549
No coin nor oath required. For personal study only.
โฆ Synopsis
A new and milder method has been utilized to reinvestigate the preparation, properties, and biological activities of the mono-o-isopropylidene (acetonides) derivatives of digitoxin, digoxin, and ouabain. The preparation, properties, and biological activities of the mono-o-ethylidene derivatives of digitoxin and digoxin also are described. The latter derivatives show greater activity than the former.
๐ SIMILAR VOLUMES
A simple and mild procedure for the efficient deprotection of cyclic acetals and ketals, using cerium ammonium nitrate (CAN) is reported. The method tolerates a range of functional and protecting groups and is suitable for acid-labile substrates.
Efficiency and structural specificity earmark the reaction of phosphonium ions 1 with cyclic acetals and ketals to yield 1,3,2-dioxaphospholanium ions 2 [Eq. (1)]. Potential applications of this reaction are in monitoring trace levels of organophosphorus esters and in developing novel carbonyl depro