(17R)-Spiro-[androstane-17,1'-cyclobutan]-2'-ones, methods for their manufacture and intermediates useful therein
US3968132A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Dec 23, 1974 |
| Grant date | Jul 6, 1976 |
| Priority date | — |
| Expiry date | Dec 23, 1994 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07J21/003
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
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.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.