A convenient and scalable synthesis affords 3-glucuronide conjugates identified as long-term markers of endogenous androgenic anabolic steroid abuse in doping control studies. UHPLC-MS/MS analysis of the synthesised conjugates matched that obtained from urinary metabolites. The synthesis features a stereoselective introduction of 5α/5β hydrogen and 6β-hydroxy groups on the steroid skeleton, and a mild Schmidt trichloroacetimidate glycosylation approach.

中文翻译：

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用于检测睾酮滥用的 3α,6β-Dihydroxyandrostan-17-one 3-Glucuronides 的合成

一种方便且可扩展的合成提供了 3-葡糖苷酸结合物，这些结合物在兴奋剂控制研究中被确定为内源性雄激素合成代谢类固醇滥用的长期标志物。合成缀合物的 UHPLC-MS/MS 分析与从尿代谢物中获得的结果相匹配。该合成的特点是在类固醇骨架上立体选择性地引入 5α/5β 氢和 6β-羟基，以及温和的施密特三氯乙酰亚胺糖基化方法。