5696-58-2Relevant articles and documents
Synthesis of 5β,17α-19-norpregn-20-yne-3β,17-diol and of 5β,17α-19-norpregn-20-yne-3α,17-diol, human metabolites of norethindrone
Curts, Stephen W.,Wren, Douglas L.,Cooper, Gary F.
, p. 8 - 11 (2007/10/02)
A convenient synthesis of both 5β, 17α-19-norpregn-20-yne-3β,17-diol (1) and 5β,17α-19-norpregn-20-yne-3α, 17-diol (2) in multigram quantities from estr-4-ene-3, 17-dione is reported. Full characterization of these often-cited human melaholites of norethindrone is presented for the first time.
Stereochemistry of the Palladium-catalyzed Hydrogenation of 3-Oxo-4-ene Steroids. V. A Kinetic Study in Basic and Acidic Media
Nishimura, Shigeo,Momma, Yasuhiro,Kawamura, Hideo,Shiota, Michio
, p. 780 - 783 (2007/10/02)
Effects of the β-methyl group at C-10 and some oxygen functions (=O, OH, OAc) at C-11, C-17, and C-20 on the rates of hydrogenation of 3-oxo-4-ene steroids have been studied with palladium catalyst in pyridine or THF/HBr as solvent.In contrast to the hydrogenation in pyridine, the rate in THF/HBr was greatly depressed by the presence of 10β-methyl group.The reactivity of the steroids was enhanced by the oxygen functions, in particular, by 11, 17-dioxo group.The effects of the substituents are discussed from a mechanistic consideration based on the obtained results.
