1-苄基哌啶衍生物的合成研究
The Synthesis of 1-Benzylpiperidine Derivatives
DOI: 10.12677/SSC.2019.72002, PDF,    科研立项经费支持
作者: 王 君, 陈子仁, 刘晨江*：新疆大学化学化工学院，石油天然气精细化工教育部&自治区重点实验室，新疆 乌鲁木齐
关键词: 1-苄基哌啶；衍生物；合成；表征；1-Benzylpiperidine； Derivative； Synthesis； Characterization
摘要: 以1-苄基哌啶酮为原料，先与苯胺和三甲基硅氰发生Strecker反应得到化合物2，再经过酰胺化、甲酯化、N-丙酰化等三步反应，以26%的总收率合成了1-苄基哌啶酮衍生物，产物结构经1H NMR、13C NMR和HRMS表征。该方法具有绿色、简便的特点。
Abstract: The compound 2 was prepared by the Strecker reaction of 1-benzylpiperidone with aniline and trimethylsilyl cyanide. Then 1-benzylpiperidone derivatives were synthesized in 26% overall yield by amidation, methyl esterification and N-propionylation. The structure of the product was characterized by 1H NMR, 13C NMR and HRMS. The method is green and simple.
文章引用：王君, 陈子仁, 刘晨江. 1-苄基哌啶衍生物的合成研究[J]. 合成化学研究, 2019, 7(2): 7-10. https://doi.org/10.12677/SSC.2019.72002

参考文献

[1] Janssen, P.A. (1962) A Review of the Chemical Features Associated with Strong Morphine-Like Activity. British Journal of Anaes-thesia, 34, 260-268. [Google Scholar] [CrossRef] [PubMed]
[2] 夏晴, 夏静. 2010-2012年我院麻醉药品应用情况分析[J]. 西北药学杂志, 2014, 29(5): 534-537.
[3] 杨森, 许青. 芬太尼及其衍生物治疗癌性疼痛的研究进展[J]. 上海医药, 2015, 36(5): 32-36.
[4] 周博宇, 胡文祥. 芬太尼类似物结构修饰中高活性基团研究[J]. 中国医药指南, 2010, 8(3): 27-31.
[5] Lian, M., Beckmen, K.B., Bentzen, T.W., Demma, D.J. and Arnemo, J.M. (2016) Thiafentanil-Azaperone-Xylazine and Carfentanil-Xylazine Immobilizations of Free-Ranging Caribou (Rangifer Tarandus Granti) in Alaska, USA. Journal of Wildlife Diseases, 52, 327-334.
[6] Riches, J.R., Read, R.W., Black, R.M., Cooper, N.J. and Timperley, C.M. (2012) Analysis of Clothing and Urine from Moscow Theatre Siege Casualties Reveals Carfentanil and Remifentanil Use. Journal of Analytical Toxicology, 36, 647-656. [Google Scholar] [CrossRef] [PubMed]
[7] 齐志敏, 谢艳蓉, 万宁, 张邦乐. 卡芬太尼的合成方法研究进展[J]. 西北药学杂志, 2017, 32(2): 238-241.
[8] 吴强三. 1-苄基-4-甲氧羰基芬太尼类化合物的合成及其比较分子场分析[D]: [硕士学位论文]. 北京: 首都师范大学, 2008.
[9] Srimurugan, S., Murugan, K. and Chen, C. (2009) A Facile Method for Preparation of [2H3]-Sufentanil and Its Metabolites. Chemical and Pharmaceutical Bulletin, 57, 1421-1424.
[10] Highet, R.J. and Jones, T.H. (1992) The Tautomer-ism of APhosphono Enamine. The Journal of Organic Chemistry, 57, 4038-4040. [Google Scholar] [CrossRef] 

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