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猫豆胍的合成研究

蓝彬, 李清, 植国繁, 蒋敏捷, 蒋伟哲, 巫玲玲

蓝彬, 李清, 植国繁, 蒋敏捷, 蒋伟哲, 巫玲玲. 猫豆胍的合成研究[J]. 中国药科大学学报, 2017, 48(3): 289-292. DOI: 10.11665/j.issn.1000-5048.20170306
引用本文: 蓝彬, 李清, 植国繁, 蒋敏捷, 蒋伟哲, 巫玲玲. 猫豆胍的合成研究[J]. 中国药科大学学报, 2017, 48(3): 289-292. DOI: 10.11665/j.issn.1000-5048.20170306
LAN Bin, LI Qing, ZHI Guofan, JIANG Minjie, JIANG Weizhe, WU Lingling. Synthesis of mucunaguanide[J]. Journal of China Pharmaceutical University, 2017, 48(3): 289-292. DOI: 10.11665/j.issn.1000-5048.20170306
Citation: LAN Bin, LI Qing, ZHI Guofan, JIANG Minjie, JIANG Weizhe, WU Lingling. Synthesis of mucunaguanide[J]. Journal of China Pharmaceutical University, 2017, 48(3): 289-292. DOI: 10.11665/j.issn.1000-5048.20170306

猫豆胍的合成研究

基金项目: 国家自然科学基金资助项目(No.81260511)

Synthesis of mucunaguanide

  • 摘要: 为了合成猫豆中的一种吡嗪类生物碱——[3,4-二氢-5-(羟甲基)-4-甲基-3-氧-吡嗪]-胍(猫豆胍),以苄氧基乙醛作为原料,经过缩合、关环、取代和氢化4步反应,合成得到目标化合物,总收率达到27.9%,纯度大于97.5%。所有中间体及终产物均经IR、1H NMR和MS确证结构。该项工艺研究具有原料易得、操作简便、反应条件较温和、成本低等特点,是一种合成该化合物的理想方法。
    Abstract: The aim of this study was to synthesize 1-(5-(hydroxymethyl)-4-methyl-3-oxo-3, 4-dihydro-pyrazin-2-yl)guanidine(mucunaguanide), a pyrazinone alkaloid compound extracted from the seed of Stizotobium cochinchinensis. Starting from benzyloxy acetaldehyde, following four steps in reaction including condensation, cyclization, substitution and hydrogenation reaction, mucunaguanide was synthesized with total yield of 27. 9%, and purity of more than 97. 5%. Structures of all the intermediates and target compound were confirmed by IR, 1H NMR and MS. This synthetic process was characterized with raw materials available, simple in operation with much milder reaction conditions, and was an ideal method of synthesis of this compound.
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出版历程
  • 刊出日期:  2017-06-24

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