203319-73-7Relevant articles and documents
Synthesis and estrogenic activity screening of some 6,9-disubstituted estradiol derivatives
Sakac, Marija N.,Penov Gasi, Katarina M.,Popsavin, Mirjana,Djurendic, Evgenija A.,Andric, Silvana,Kovacevic, Radmila M.
, p. 479 - 486 (2005)
Oxidation of estradiol dipropionate (1) with chromium(VI) oxide-3,5-dimethylpyrazole complex yielded 9α-hydroxy-6-oxoestra-1,3,5(10) -triene-3,17β-diyl dipropionate (2) and 6-oxoestra-1,3,5(10)-triene-3, 17β-diyl dipropionate (3). Dehydration of compound 2 with phosphorus(V) oxide or acetic anhydride gave 6-oxoestra-1,3,5(10),9(11)-tetraene-3,17β- diyl dipropionate (5). Reduction of compounds 2 and 5 with sodium borohydride afforded 3,6β,9α-trihydroxyestra-1,3,5(10)-triene-17β-yl propionate (4) and 3,6β-dihydroxyestra-1,3,5(10),9(11)-tetraene-17β-yl propionate (6), respectively. The action of thionyl chloride on compound 2 yielded 6-hydroxyestra-1,3,5(10),6,8-pentaene-3,17β-diyl dipropionate (7). Biological tests in vivo of these compounds showed a moderate antiestrogenic activity of compound 4.
