(E)-5-(benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)pent-4-en-1-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: (E)-5-(benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)pent-4-en-1-one
• 英文别名: (4E)-5-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-4-penten-1-one；N-piperidyl-5-(3,4-methylenedioxyphenyl)-4-pentenamide；(E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpent-4-en-1-one
• 化学式: C₁₇H₂₁NO₃
• 分子量: 287.359
• InChiKey: VQJVPZMMHGOHJI-QHHAFSJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-5-(benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)pent-4-en-1-one 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 四氢胡椒碱
  参考文献：
  名称：

  Adesina; Adebayo; Adesina, Pharmazie, 2002, vol. 57, # 9, p. 622 - 627

  摘要：

  DOI：
• 作为产物：
  描述：

  胡椒碱 在 sodium tetrahydroborate 、 碘 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以74%的产率得到(E)-5-(benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)pent-4-en-1-one
  参考文献：
  名称：

  Regioselective reduction of the α,β-double bond of some naturally occurring dienamides using NaBH4I2 system

  摘要：

  The regioselective reduction of the alpha,beta-double bond of the naturally occurring dienamides, piperine, piperlonguminine and N-isobutyl-2E, 4E-decadienamide was achieved by using NaBH4/I-2 system. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10590-1

文献信息

• Chemoselective α,β‐Dehydrogenation of Saturated Amides
  作者：Christopher J. Teskey、Pauline Adler、Carlos R. Gonçalves、Nuno Maulide

  DOI：10.1002/anie.201808794

  日期：2019.1.8

  We report a method for the selective α,β‐dehydrogenation of amides in the presence of other carbonyl moieties under mild conditions. Our strategy relies on electrophilic activation coupled to in situ selective selenium‐mediated dehydrogenation. The α,β‐unsaturated products were obtained in moderate to excellent yields, and their synthetic versatility was demonstrated by a range of transformations.

  我们报告了一种在温和条件下在其他羰基存在下选择性 α,β-脱氢酰胺的方法。我们的策略依赖于亲电激活与原位选择性硒介导的脱氢作用相结合。α,β-不饱和产物以中等至优异的收率获得，并且它们的合成多功能性通过一系列转化得到证明。机理实验表明亲电子 Se IV物质的形成。
• Synthesis of conjugated dienes <i>via</i> palladium-catalysed aerobic dehydrogenation of unsaturated acids and amides
  作者：Meledath Sudhakaran Keerthana、Masilamani Jeganmohan

  DOI：10.1039/d2cc02896d

  日期：——

  A Pd(II)-catalyzed direct aerobic dehydrogenation of γ,δ-olefinic acids and amides has been demonstrated. The present protocol dehydrogenates the least acidic amides and acids, thus replacing the traditional enolate strategy for dehydrogenation. A broad spectrum of conjugated dienamides and dienoic acids were produced in good to excellent yields. A possible reaction mechanism was proposed and supported

  已经证明了 Pd( II ) 催化的 γ,δ-烯酸和酰胺的直接需氧脱氢。本协议脱氢最少的酸性酰胺和酸，从而取代了传统的烯醇脱氢策略。以良好至优异的产率生产了广谱的共轭二酰胺和二烯酸。氘标记研究提出并支持了一种可能的反应机制。
• Copper-catalyzed hydroaminocarbonylation of benzylidenecyclopropanes: synthesis of γ,δ-unsaturated amides
  作者：Hui-Qing Geng、Xiao-Feng Wu

  DOI：10.1039/d2cc02301f

  日期：——

  benzylidenecyclopropanes under relatively mild conditions. A series of γ,δ-unsaturated amides with a broad range of functional groups were obtained in moderate to good yields. Both dialkyl-substituted and monoalkyl-substituted hydroxylamine derivatives can be applied in this transformation to give the corresponding tertiary and secondary amides successfully.

  在此，我们开发了在相对温和的条件下铜催化的亚苄基环丙烷的氢氨基羰基化反应。以中等至良好的收率获得了一系列具有广泛官能团的γ,δ-不饱和酰胺。二烷基取代和单烷基取代的羟胺衍生物均可用于该转化，从而成功地得到相应的叔酰胺和仲酰胺。
• METHOD AND COMPOSITION FOR PREVENTING AND TREATING VIRAL INFECTIONS
  申请人：Global BioLife Inc.

  公开号：US20220401403A1

  公开（公告）日：2022-12-22

  A method and composition for treating viral infections using a combination of naturally occurring compounds is provided. The method includes administering to a patient at risk of or diagnosed with a viral infection a composition including therapeutically effective amounts of a myricetin and hesperitin to treat viral infections include coronavirus.
• Regioselective reduction of the α,β-double bond of some naturally occurring dienamides using NaBH4I2 system
  作者：Biswanath Das、A Kashinatham、P Madhusudhan

  DOI：10.1016/s0040-4039(97)10590-1

  日期：1998.2

  The regioselective reduction of the alpha,beta-double bond of the naturally occurring dienamides, piperine, piperlonguminine and N-isobutyl-2E, 4E-decadienamide was achieved by using NaBH4/I-2 system. (C) 1998 Elsevier Science Ltd. All rights reserved.