（16,20）-3β-羟基-5α-孕烷-20,16-内酰胺及其-α-烷基衍生物的简便合成。
A Convenient Synthesis of (16,20)-3β-hydroxy-5α-pregnane-20,16-carbolactam and its -alkyl Derivatives.
机构信息
Faculty of Chemistry, University of Białystok, K. Ciołkowskiego 1K, 15-245 Białystok, Poland.
出版信息
Molecules. 2020 May 20;25(10):2377. doi: 10.3390/molecules25102377.
Abstract
A concise synthesis of (16,20)-3β-hydroxy-5α-pregnane-20,16-carbolactam from tigogenin via the corresponding lactone is described. The most efficient synthetic route consisted of the lactone ring-opening with aminoalane reagent followed by PDC or Dess-Martin oxidation. The oxo-amide obtained was subjected to cyclization with EtSiH/TFA or EtSiH/Bi(TfO). Alternately, the lactone was converted first to the oxo-acid, which was then subjected to the microwave-assisted reductive amination. -Alkyl derivatives were also obtained in a similar way.
摘要
本文描述了从剑麻皂素通过相应的内酯简洁合成（16,20）-3β-羟基-5α-孕甾烷-20,16-内酰胺。最有效的合成路线包括氨基丙氨酸试剂开环，然后进行 PDC 或 Dess-Martin 氧化。所得的氧代酰胺与 EtSiH/TFA 或 EtSiH/Bi(TfO) 进行环化。或者，内酯首先转化为氧代酸，然后进行微波辅助的还原胺化。-烷基衍生物也以类似的方式获得。
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