HOME

TheInfoList



OR:

Scopine is a tropane alkaloid found in a variety of plants including '' Mandragora'' root, ''
Senecio mikanioides ''Delairea'' is a plant genus within the family Asteraceae that is native to South Africa. Classified within the tribe Senecioneae, it contains only one species, ''Delairea odorata'', which was previously included in the genus ''Senecio'' as ''Se ...
'' (''Delairea odorata''), '' Scopolia carniolica'', and '' Scopolia lurida''. Scopine can be prepared by the hydrolysis of
scopolamine Scopolamine, also known as hyoscine, or Devil's Breath, is a natural or synthetically produced tropane alkaloid and anticholinergic drug that is formally used as a medication for treating motion sickness and postoperative nausea and vomiting ...
. It can also be prepared in three steps from ''N''-methoxycarbonylpyrrole and 1,1,3,3-tetrabromoacetone; the reagents are combined in a +3 cycloaddition, followed by a diastereoselective reduction with diisobutylaluminum hydride, and finally a Prilezhaev epoxidation with trifluoroperacetic acid affords scopine.


See also

* Aposcopolamine * Umbelliferone


References

{{reflist Tropane alkaloids Tropane alkaloids found in Solanaceae Epoxides Heterocyclic compounds with 1 ring