National Anti-Doping Laboratory, Lesnoy 31, 223040, Belarus.
National Anti-Doping Laboratory, Lesnoy 31, 223040, Belarus.
Steroids. 2020 Jun;158:108601. doi: 10.1016/j.steroids.2020.108601. Epub 2020 Feb 19.
4-Chloro-17β-hydroxymethyl-17α-methyl-18-norandrosta-4,13-diene-3α-ol is one of proposed long term metabolites of oralturinabol (anabolic androgenic steroid restricted in sport). The synthesis of 4-chloro-17β-hydroxymethyl-17α-methyl-18-norandrosta-4,13-diene-3α-ol was achieved. Isomerisation of configuration of 13-carbon was used for construction of 17β-hydroxymethyl-17α-methyl fragment. The proposed route of synthesis allows to obtain 3β-hydroxy isomer as well.
4-氯-17β-羟甲基-17α-甲基-18-去甲雄甾-4,13-二烯-3α-醇是口服特力补(一种在运动中被限制使用的合成代谢雄激素类固醇)的一种潜在的长期代谢产物。本文实现了 4-氯-17β-羟甲基-17α-甲基-18-去甲雄甾-4,13-二烯-3α-醇的合成。通过 13 位碳的构型异构化构建了 17β-羟甲基-17α-甲基片段。该合成路线还可以得到 3β-羟基异构体。