-甲基尸胺的改良合成方法。

Department of Chemistry and Biochemistry, Texas Tech University, Box 41061, Lubbock, TX 79409-1061, USA.

Molecules. 2018 May 19;23(5):1216. doi: 10.3390/molecules23051216.

Alkaloids compose a large class of natural products, and mono-methylated polyamines are a common intermediate in their biosynthesis. In order to evaluate the role of selectively methylated natural products, synthetic strategies are needed to prepare them. Here, -methylcadaverine is prepared in 37.3% yield in three steps. The alternative literature two-step strategy resulted in reductive deamination to give -methylpiperidine as determined by the single crystal structure. A straightforward strategy to obtain the mono-alkylated aliphatic diamine, cadaverine, which avoids potential side-reactions, is demonstrated.

生物碱是一大类天然产物，单甲基化多胺是其生物合成的常见中间体。为了评估选择性甲基化天然产物的作用，需要合成策略来制备它们。在这里，-甲基尸胺以 37.3%的收率通过三步反应制备。根据单晶结构确定，替代文献中的两步策略导致还原脱氨生成 -甲基哌啶。本文展示了一种避免潜在副反应的获得单烷基化脂肪族二胺尸胺的直接策略。