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以表雄酮(1)为原料,由中间体3β-羟基-5α-雄甾-16-烯(3)合成3β,17α-二羟基-16α-氨基-5α-雄甾烷(7)和它的16β-氨基异构体(10a);由中间体3β-羟基-16α-溴-5α-雄甾-17-酮(12)合成3β,17β-二羟基-16α-氨基-5α-雄甾烷(21)和它的16β-氨基异构体(15)。上述四个立体异构体均通过化学转化以及波测试谱确证了其构型。
3β, 17α-dihydroxy-16α-amino-5α-androstane (7) was synthesized from the intermediate 3β-hydroxy-5α-androsta-16-ene (3) 3α, 17β-dihydroxy-16α-amino-5α-androstane was synthesized from the intermediate 3β-hydroxy-16α-bromo-5α-androst-17-one (12) (21) and its 16β-amino isomer (15). The above four stereoisomers were confirmed by chemical transformation and wave test.