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Synthese Aldosteron‐ähnlicher Corticosteroide. Racemisches 11‐Dehydroaldosteron ( rac .‐18‐Oxo‐11‐dehydrocorticosteron) Über Steroide, 223. Mitteilung
Author(s) -
Schmidlin J.
Publication year - 1971
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.19710540809
Subject(s) - chemistry , aldosterone , hemiacetal , acetal , stereochemistry , tetracyanoethylene , medicinal chemistry , endocrinology , medicine
Racemic 11‐dehydroaldosterone ( rac .‐18‐oxo‐11‐dehydrocorticosterone) is prepared starting from the 3, 3; 20, 20‐bisethylene acetal of the racemic 3, 20‐dioxo‐11β, 21‐dihydroxy‐Δ‐pregnene‐18‐oic acid‐(18 → 11β)‐lactone, an intermediate obtained previously in the first total synthesis of aldosterone. A cyclic 18(21)‐hemiacetal structure is deduced for the new corticosteroid from spectroscopic and chemical evidence.