Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1974-12-23
1976-07-06
Roberts, Elbert L.
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
2603974, 26039745, 26023957, C07J 500
Patent
active
039681327
ABSTRACT:
(17R)-Spiro-[androstane-17,1'-cyclobutan]-2'-ones are prepared by the reaction of a 17-oxo androstane, wherein all other ketones are blocked, with a cyclopropylarylsulfide or with a cyclopropylarylsulfonium salt having a non-nucleophilic anion, in an organic solvent together with a strong base, followed by reaction in situ of the intermediate thereby formed with aqueous acid or water.
Some (17R)-spiro-[androstan-17,1'-cyclobutan]-2'-ones are useful as intermediates in preparing (17R)-spiro-[3-oxo-4-androstene-17,1'-cyclobutan]-2'-ones which are aldosterone antagonists. Additionally, (17R)-spiro-[androstane-17,1'-cyclobutan]-2'-ones are useful as intermediates in preparing known 17.alpha.-pregnane-21,17.beta.-carbolactones, valuable aldosterone blocking agents.
REFERENCES:
patent: 3657288 (1972-04-01), Wiechert
Green Michael J.
Shue Ho-Jane
King Mary S.
Roberts Elbert L.
Schering Corporation
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