100983-03-7Relevant articles and documents
Synthesis of 19,19-Difluoro Steroids and of Novel B-Ring-expanded Steroids
Drew, Michael G. B.,Mann, John,Pietrzak, Barbara
, p. 1191 - 1192 (1985)
A site-selective fluorination of 10-formylnortestosterone 17-benzoate (4) which allows access to 19,19-difluoro steroids is described, and an associated rearrangement reaction yields the novel abeo-testosterone derivative (6) and thence the homoestradiol
Preparation of Aromatase Inhibitors. Synthesis of 19,19-Difluoro-4-hydroxyandrost-4-ene-3,17-dione and Related Compounds
Mann, John,Pietrzak, Barbara
, p. 385 - 388 (1987)
A new route to 19,19-difluoroandrost-4-ene-3,17-dione (2) has been devised, in which the key step is the reaction of (diethylamino)sulphur trifluoride (DAST) with 3,19-dioxandrost-4-en-17β-yl benzoate (5).A novel rearrangement product (7) was also produced in this reaction.Compound (2) and its 4-hydroxy derivative (3; R=H) inhibited human placental aromatase in vitro, but were not as potent as 4-hydroxyandrost-4-ene-3,17-dione (1).