本文报道利用消旋18-甲基炔诺酮的中间体17β-羟基19-去甲基13β-乙基-4-雄甾烯-3-酮(Ⅲ)和炔诺酮的中间体19-去甲基-4-雄甾烯-3,17-双酮(Ⅵ),经锂氨还原,氧化、环合、炔化四步反应合成A-环失碳19-去甲基2,17α-双乙炔基5α-雄甾烷2,17β-双丙酸酯(Ⅻ_b)及其18-甲基类似物(Ⅻ_a)。 A-环失碳双炔甾族化合物-抗孕53号具有较弱的雌激素样活性,且在临床上有一定的抗生育效果,毒性较低。根据10-位和13-位取代基对甾体激素生物活性的影响,我们改变抗孕-53号分子中该两位的取代基。合成了目的物(Ⅻ_a)和(Ⅻ_b)。 This paper reports the use of the intermediate 17β-hydroxy 19-normethyl 13β-ethyl-4-androsten-3-one (III) of racemic 18-norgestrel and the intermediate 19- Methyl-4-androstene-3,17-dione (Ⅵ) was synthesized by four steps of reduction, oxidation, cyclization and alkynylation of lithium amide. Ethynyl 5α-androstane 2,17β-dipropionate (Ⅻ_b) and its 18-methyl analog (Ⅻ_a). A-ring carbon disubstituted alkynyl steroid - Anti-pregnancy 53 has a weak estrogen-like activity, and in the clinical anti-fertility effect of some, less toxic. Depending on the effect of 10-position and 13-position substituents on the steroid hormone bioactivity, we change the substituent at both positions in the anti-Pregnant-53 molecule. The target compounds (Ⅻ_a) and (Ⅻ_b) were synthesized.