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Azasteroids II. Approaches to the 13‐azaequilenin system
Author(s) -
Schleigh William R.,
Catala Adria,
Popp Frank D.
Publication year - 1965
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570020411
Subject(s) - chemistry , succinimide , phenanthrene , salt (chemistry) , stereochemistry , organic chemistry , medicinal chemistry
The synthesis of N ‐[2‐(1‐naphthyl)ethyl]succinimide, N ‐[2‐(1‐naphthyl)ethyl]pyrrolidone and the corresponding 3,4‐dihydro compounds is described. The pyrrolidones have been converted into 11,12,16,17‐tetrahydro‐13‐azacyclopenta[a]phenanthrene and 6,7,11‐12,16,17‐hexahydro‐13‐azacyclopenta[a]phenanthrene. These two compounds were then converted to XIX and XXII. The former compound is a salt of (+) 3‐desoxy‐17‐desoxo‐13‐azaequilenin.
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