Matches in SemOpenAlex for { <https://semopenalex.org/work/W1998076459> ?p ?o ?g. }
Showing items 1 to 78 of
78
with 100 items per page.
- W1998076459 endingPage "4064" @default.
- W1998076459 startingPage "4053" @default.
- W1998076459 abstract "Abstract Treatment of 3-methoxy-17β-acetoxyestra-2,5(10)-diene with perchloryl fluoride in aqueous dioxane or tetrahydrofuran yielded a 2-fluoro-3-ketosteroid with unusual properties. Unlike the known 2α-fluoro-19-nortestosterone, this fluoroketone possessing a 5(10) double bond easily lost hydrogen fluoride to form estradiol 17-acetate; aromatization took place on melting, on exposure to pyridine or acid or even during chromatography on silica gel or Florisil. Because of the Δ-5(10) structure and the absence of the C 19 Me group, it is difficult to infer the exact orientation of the 2-fluorine substituent from its effect on the NMR spectrum, CD or the CO absorption in the IR. However, the properties of certain derivatives suggested that the fluorine substituent was 2β. Treatment of the unsaturated fluorketone with peracid gave a mixture of epoxides which on basic hydrolysis furnished two 2-fluoro-10-hydroxy-17-acetoxyestr-4-en-3-ones epimeric at C 10 . The UV and NMR spectra of the 10α-hydroxy epimer indicated an equatorial 2β-orientation of fluorine, whereas the 10β-hydroxy epimer showed an axial 2β-fluorine substituent which could be isomerized by acid to the more stable equatorial 2α-configuration." @default.
- W1998076459 created "2016-06-24" @default.
- W1998076459 creator A5040941503 @default.
- W1998076459 date "1973-12-01" @default.
- W1998076459 modified "2023-10-18" @default.
- W1998076459 title "Synthesis and conformation of 2-fluoro-3-ketoestrane derivatives" @default.
- W1998076459 cites W196392326 @default.
- W1998076459 cites W1972923103 @default.
- W1998076459 cites W1985029434 @default.
- W1998076459 cites W1987128213 @default.
- W1998076459 cites W1994846106 @default.
- W1998076459 cites W1999218744 @default.
- W1998076459 cites W2002355080 @default.
- W1998076459 cites W2007680971 @default.
- W1998076459 cites W2008765628 @default.
- W1998076459 cites W2020887407 @default.
- W1998076459 cites W2034846361 @default.
- W1998076459 cites W2035173917 @default.
- W1998076459 cites W2042967118 @default.
- W1998076459 cites W2045018166 @default.
- W1998076459 cites W2047827043 @default.
- W1998076459 cites W2048030095 @default.
- W1998076459 cites W2050108004 @default.
- W1998076459 cites W2060891222 @default.
- W1998076459 cites W2070173992 @default.
- W1998076459 cites W2072358106 @default.
- W1998076459 cites W2086227252 @default.
- W1998076459 cites W2089778609 @default.
- W1998076459 cites W2091862508 @default.
- W1998076459 cites W2094773500 @default.
- W1998076459 cites W2317596416 @default.
- W1998076459 cites W2317893671 @default.
- W1998076459 cites W2318030296 @default.
- W1998076459 cites W2318774511 @default.
- W1998076459 cites W2318833208 @default.
- W1998076459 cites W2320008265 @default.
- W1998076459 cites W2321245542 @default.
- W1998076459 cites W2322837160 @default.
- W1998076459 cites W2326971837 @default.
- W1998076459 cites W2327584694 @default.
- W1998076459 cites W2327825895 @default.
- W1998076459 cites W2329926016 @default.
- W1998076459 cites W2333604409 @default.
- W1998076459 cites W66670282 @default.
- W1998076459 doi "https://doi.org/10.1016/0040-4020(73)80237-6" @default.
- W1998076459 hasPublicationYear "1973" @default.
- W1998076459 type Work @default.
- W1998076459 sameAs 1998076459 @default.
- W1998076459 citedByCount "6" @default.
- W1998076459 crossrefType "journal-article" @default.
- W1998076459 hasAuthorship W1998076459A5040941503 @default.
- W1998076459 hasConcept C185592680 @default.
- W1998076459 hasConcept C21951064 @default.
- W1998076459 hasConcept C71240020 @default.
- W1998076459 hasConceptScore W1998076459C185592680 @default.
- W1998076459 hasConceptScore W1998076459C21951064 @default.
- W1998076459 hasConceptScore W1998076459C71240020 @default.
- W1998076459 hasIssue "24" @default.
- W1998076459 hasLocation W19980764591 @default.
- W1998076459 hasOpenAccess W1998076459 @default.
- W1998076459 hasPrimaryLocation W19980764591 @default.
- W1998076459 hasRelatedWork W1968229709 @default.
- W1998076459 hasRelatedWork W1970974546 @default.
- W1998076459 hasRelatedWork W1996140555 @default.
- W1998076459 hasRelatedWork W2044634666 @default.
- W1998076459 hasRelatedWork W2049915027 @default.
- W1998076459 hasRelatedWork W2330215216 @default.
- W1998076459 hasRelatedWork W2949362580 @default.
- W1998076459 hasRelatedWork W2949431091 @default.
- W1998076459 hasRelatedWork W2951058370 @default.
- W1998076459 hasRelatedWork W2152736406 @default.
- W1998076459 hasVolume "29" @default.
- W1998076459 isParatext "false" @default.
- W1998076459 isRetracted "false" @default.
- W1998076459 magId "1998076459" @default.
- W1998076459 workType "article" @default.