SYNTHESIS OF A NEW COMPOUND: A-NOR-17β-HYDROXY-17α-ETHYNYL-Δ^3(5),9(10)-ESTRA-2-ONE

The article reports the synthesis of a new compound: A-nor-17β-hydroxy-17α-ethynyl-Δ^3(5),9(10)-estra-2-one 2. The title compound was synthesized from A nor Δ^3(5),9(10) estra 2,17-dione 1 via direct selective ethynylation in 44% yield and from A-nor-6β,19-oxido-Δ ^3(5),9(10)-androst-2,17-dione 3 by a sequence of reaction including selective ethynylation, reductive deepoxidation, dehydroxymethylation, and deacetoxylation in 34% total yield.