新化合物 A-失碳-17β-羟基-17α-乙炔基-Δ<sup>3(5),9(10)</sup>-雌甾二烯-2-酮的合成

新化合物 A-失碳-17β-羟基-17α-乙炔基-Δ^3(5),9(10)-雌甾二烯-2-酮的合成

摘要: 报道新化合物A-失碳-17β-羟基-17α-乙炔基-Δ^3(5),9(10)-雌甾二烯-2-酮2的合成。文中探讨了用炔钾粗品对A-失碳-Δ^3(5),9(10)-雌甾二烯-2，17-二酮１和Ａ-失碳-６β，１９-环氧-Δ³-雄甾-2，17-二酮3的选择性炔化，分别得标题化合物2（44%）及Ａ-失碳-17β-羟基-17α-乙炔基-６β，１９-环氧-Δ³雄甾-2-酮４（６５％），４经还原性破开环氧、去羟甲基和去醋酰氧基合成了标题化合物２。四步总收率为３４％。

Abstract: 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.