[关键词]
[摘要]
目的 对(R)-(+)-脱水芽子碱甲酯的合成工艺进行研究和结构表征。方法 以托品酮为原料,经克莱森缩合、拆分、还原和消除得到目标产物,并以成盐的方式得到其富马酸盐,以溶剂挥发法培养单晶,采用X射线单晶衍射对结晶形态进行表征。结果 优化了合成工艺,总收率为36%。测试结果表明不对称单位化学计量式为C14H19NO6,相对分子质量为297.30,晶体密度为1.359 g/cm3,该晶胞属于正交晶系,空间群为P212121。结论 本合成工艺简化了实验操作,更适合大规模制备,且为脱水芽子碱的结构确证提供了新的依据。
[Key word]
[Abstract]
Objective To study the synthetic technology and accurate structure of (R)-(+)-Anhydroecgonine methyl ester. Methods Tropinone was used as starting materials to synthesize the target compound by a series of chemical reactions including Claisen condensation, resolution, reduction, and elimination. Evaporation method was used to grow single crystals of (R)-(+)-Anhydroecgonine methyl ester fumarate, which were then characterized using single crystal X-ray diffraction. Results The synthetic technology was optimized with the yield of 36%. Results showed that the unit stoichiometric of the single crystals was C14H19NO6, and the relative molecular mass was 297.30, and crystal density was 1.359 g/cm3. The unit cell belonged to an orthorhombic system, and the space group was P212121. Conclusion The synthetic technology simplifys the reaction procedure, and is more suitable for large-scaled preparation, which provides a new evidence for the structure confirmation of (R)-(+)-Anhydroecgonine methyl ester.
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[基金项目]
中国医学科学院医学与健康科技创新工程项目(2016-I2M-3-022、2017-I2M-3-019)