ethyl 4-(3-methoxyphenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate | 299947-64-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: ethyl 4-(3-methoxyphenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate
• 英文别名: ethyl 4-(3-methoxyphenyl)-2-methyl-5-oxo-1,4,6,7,8-pentahydroquinoline-3-carboxylate；ethyl 4-(3-methoxyphenyl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylate
• CAS: 299947-64-1
• 化学式: C₂₀H₂₃NO₄
• 分子量: 341.407
• InChiKey: BMIDJDXRDZJFRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  乙酰乙酸乙酯 、 1,3-环己二酮 、 3-甲氧基苯甲醛 在 C₂₈H₃₈Mo₂N₄O₁₂S₂ 、 ammonium acetate 、 四丁基溴化铵 作用下， 反应 0.66h， 以89%的产率得到ethyl 4-(3-methoxyphenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate
  参考文献：
  名称：

  双腙的均双金属钼 (VI) 配合物的合成和表征作为通过多组分 Hantzsch 反应合成六羟基喹啉的有效催化剂

  摘要：

  摘要 四种均双金属钼 (VI) 配合物 [(MoO2)2L(D)2] (1–4)（其中 D = 甲醇 (1)、二甲基亚砜 (2)、咪唑 (3) 和吡啶 (4)）多齿腙配体，1,4-双（3-乙氧基-2-羟基苯甲醛-碳酰肼基）丁烷，H4L是通过将其与双（乙酰丙酮）二氧化钼（VI）以1：2的比例在甲醇存在下反应合成的， DMSO、咪唑和吡啶。二腙和合成的配合物通过元素分析、各种光谱技术（如 FT-IR、UV-Vis 和 1H NMR）和 TGA 分析进行表征。通过单晶X射线衍射分析阐明了配合物2的结构。建议配合物 1-4 在钼 (VI) 中心周围具有六配位八面体立体化学。而且，钼配合物已成功用作通过多组分 Hantzsch 反应合成六羟基喹诺酮类的催化剂。一般来说，已经获得了不错的转换。

  DOI：

  10.1016/j.molstruc.2019.127553

文献信息

• Functionalized superparamagnetic Fe₃O₄ as an efficient quasi-homogeneous catalyst for multi-component reactions
  作者：U. Chinna Rajesh、Divya Divya、Diwan S. Rawat

  DOI：10.1039/c4ra06803c

  日期：——

  Tetrabutylammonium valinate [NBu₄][Val] ionic liquid functionalized Fe₃O₄ NPs (VSF) was used as an efficient “quasi-homogeneous” catalyst for multi-component synthesis of 1,4-dihydropyridines and 2-amino-4-(indol-3-yl)-4H-chromenes at room temperature.

  四丁基铵缬氨酸盐[NBu₄][Val]离子液体功能化Fe₃O₄纳米颗粒（VSF）被用作高效的“准均相”催化剂，用于在室温下合成1,4-二氢吡啶和2-氨基-4-(吲哚-3-基)-4H-色酮的多组分反应。
• Microwave-Assisted IBX-Mediated One-Pot Four-Component Synthesis of 4-Arylhexahydroquinoline Derivatives from Benzyl Alcohols: A Metal-Free Approach
  作者：D. Khan、Shaily、N. Maurya

  DOI：10.1134/s107042802304019x

  日期：2023.4

  Abstract An operationally convenient microwave-enhanced IBX-mediated one-pot multicomponent reaction has been proposed for the preparation of hexahydrohydoquinoline derivatives from benzyl alcohols, cyclic 1,3-diketones, ammonium acetate, and ethyl acetoacetate. The reaction is likely to involve the oxidation of benzyl alcohol into benzaldehyde and sequential reactions with other components. o-Iodoxybenzoic

  摘要 提出了一种操作方便的微波增强 IBX 介导的一锅多组分反应，用于从苯甲醇、环状 1,3-二酮、乙酸铵和乙酰乙酸乙酯制备六氢喹啉衍生物。该反应可能涉及苯甲醇氧化成苯甲醛以及与其他组分的连续反应。邻碘苯甲酸是一种容易获得的高价碘（V）试剂，被发现在生态友好的环境下对于这种转化非常有效。10 分钟内即可生产出各种取代的六氢喹啉衍生物，收率高达 96%。
• Hydromagnesite as an Efficient Recyclable Heterogeneous Solid Base Catalyst for the Synthesis of Flavanones, Flavonols and 1,4-Dihydropyridines in Water
  作者：U. Chinna Rajesh、Sunny Manohar、Diwan S. Rawat

  DOI：10.1002/adsc.201300555

  日期：2013.11.11

  AbstractA form of hydromagnesite (HM) with flower‐like thin‐sheet morphology was synthesized by an environmentally benign approach using simple conventional heating at moderate temperature without using any template in water as medium. The versatility of this HM catalyst was studied in the synthesis of flavanones, flavonols and the multicomponent synthesis of 1,4‐dihydropyridines in water. The recyclability of catalyst was studied for six times and there was no appreciable loss in its catalytic activity.magnified image
• Synthesis of MCM-41 supported cobalt (II) complex for the formation of polyhydroquinoline derivatives
  作者：Saurabh Sharma、Udai P. Singh、A.P. Singh

  DOI：10.1016/j.poly.2021.115102

  日期：2021.5
• POLYHYDROQUINOLINE COMPOUNDS AND DIHYDROPYRIDINE COMPOUNDS FOR INHIBITING BETA-AMYLOID PRODUCTION
  申请人：Mullan Michael J.

  公开号：US20100119599A1

  公开（公告）日：2010-05-13

  Provided are methods of treating or reducing the risk of developing beta-amyloid production, beta-amyloid deposition, beta-amyloid neurotoxicity (including abnormal hyperphosphorylation of tau) and microgliosis associated with cerebral accumulation of Alzheimer's amyloid by administering therapeutically effective amounts of polyhydroquinoline and dihydropyridine compounds which decrease Abeta production in cells. Further provided are methods for diagnosing diseases associated with cerebral accumulation of Alzheimer's amyloid in animals or humans by administering diagnostically effective amounts of polyhydroquinoline and dihydropyridine compounds which decrease Abeta production in cells.