甾体皂苷元在CFCOOH-HO作用下的拜耳-维利格反应。合成孕甾-3β,16β,20-三醇3-单乙酸酯的捷径。
Baeyer-Villiger reaction of steroid sapogenins by CFCOOH-HO. A short cut to pregnan-3β,16β,20-triol 3-monoacetates.
作者信息
Vargas-Romero Katherine, Alberto Oscar, Flores-Álamo Marcos, Iglesias-Arteaga Martín A
机构信息
Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, 04510 México D.F., Mexico.
Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, 04510 México D.F., Mexico.
出版信息
Steroids. 2017 Dec;128:1-5. doi: 10.1016/j.steroids.2017.10.001. Epub 2017 Oct 10.
Treatment of steroid sapogenins with HO in CFCOOH for 15min followed by reflux in CHOH/HO afforded good yields of pregnan-3β,16β,20-triol 3-monoacetates. When the hydrolysis step was carried out with KOH in refluxing methanol excellent yields pregnantriols were obtained. The resulting compounds were characterized by their melting points and NMR spectral data. An X-ray diffraction analysis of compound 3a confirmed the proposed structure and provided detailed information about the bond lengths, bond angles and conformation.
在三氟乙酸中用重水（D₂O）处理甾体皂苷元15分钟，然后在甲醇/重水（CH₃OD/D₂O）中回流，可得到高产率的孕甾-3β,16β,20-三醇3-单乙酸酯。当水解步骤在回流甲醇中用氢氧化钾（KOH）进行时，可获得高产率的孕三醇。所得化合物通过其熔点和核磁共振光谱数据进行表征。化合物3a的X射线衍射分析证实了所提出的结构，并提供了有关键长、键角和构象的详细信息。
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