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Ein neues Verfahren zur Herstellung von 21‐Desoxy‐aldosteron und 21‐Desoxy‐17‐ iso ‐aldosteron. Über Steroide, 203. Mitteilung
Author(s) -
Schmidlin J.,
Wettstein A.
Publication year - 1963
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19630460738
Subject(s) - chemistry , medicinal chemistry , aldosterone , medicine
A new and efficient method for the conversion of γ‐lactones into the corresponding cyclohemiacetal analogs is exemplified by the specific reduction of the stereoidal lactones II and XI by means of diisobutyl aluminium hydride. The cyclohemiacetal diketals III and XII thus obtained are readily hydrolyzed with perchloric acid in aqueous tetrahydrofuran to give the parent diketones VII (21‐desoxy‐aldosterone) and XIII (21‐desoxy‐17‐ iso ‐aldosterone), both of which have been accessible as yet only with difficulty.