methyl piperidine-2-ylideneacetate | 113789-98-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: methyl piperidine-2-ylideneacetate
• 英文别名: methyl α-(hexahydro-2-pyridinylidene)acetate；Methyl (piperidin-2-ylidene)acetate；methyl 2-piperidin-2-ylideneacetate
• CAS: 113789-98-3
• 化学式: C₈H₁₃NO₂
• 分子量: 155.197
• InChiKey: MVQWICMCUQFVFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl piperidine-2-ylideneacetate 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 22.0h， 生成 2-(methylamino)-9-phenyl-4,5,6,7-tetrahydrothieno[2,3-c]azocine-3-carboxylic acid methyl ester
  参考文献：
  名称：

  ω-氨基烷基噻吩的简便方法

  摘要：

  从容易获得的环状烯氨基酯，异硫氰酸芳基酯和α-卤代酮开始，开发了一种简便的合成ω-氨基烷基噻吩氢溴酸盐的方法。已表明在第一步中，环状烯氨基酯仅在烯胺位置与芳基异硫氰酸酯反应。用碱处理后，制备了游离的5-氨基戊基噻吩。在较短的烷基取代基（4-氨基丁基和3-氨基丙基）的情况下，游离的ω-氨基烷基噻吩进行氨基和酮基的分子内缩合，从而提供新颖的稠合杂环-噻吩并[2,3- c ]氮杂和噻吩并[2,3] - ç ]吖辛因。

  DOI：

  10.1016/j.tetlet.2016.03.066
• 作为产物：
  描述：

  哌啶酮 以 甲醇 为溶剂， 反应 28.0h， 生成 methyl piperidine-2-ylideneacetate
  参考文献：
  名称：

  通过钯催化的极化杂环烯胺的分子内 C-N 交叉偶联合成 [1,2-a]-稠合三环二氢喹啉

  摘要：

  建立了 [1,2-a]-稠合三环二氢喹啉的简单方法。该方法的关键步骤是合适的卤化（溴和氯）环状烯氨基酮、烯氨基酯和具有各种环大小（从五元到七元）的烯氨基腈的分子内 Buchwald-Hartwig 胺化反应。最佳反应条件（钯源、碱、配体）取决于起始烯胺的环大小，三环产物的产率为 65-98%。用高氯酸处理产物得到相应的高氯酸喹啉鎓。

  DOI：

  10.3998/ark.5550190.p009.723

文献信息

• Syntheses and antihypertensive activities of 1,4-dihydropyridine-5-phosphonate derivatives. III.
  作者：IWAO MORITA、Yuko HARUTA、TOSHIO TOMITA、MASAMI TSUDA、KAZUHISA KANDORI、MASAHIRO KISE、KIYOSHI KIMURA

  DOI：10.1248/cpb.35.4819

  日期：——

  Various 1-and 2-substituted and 1, 2-fused 1, 4-dihydropyridine-5-phosphonate derivatives were designed and synthesized as analogues of 1, 4-dihydropyridine-3, 5-dicarboxylate, and their antihypertensive activities were examined. Several compounds proved to be equal or superior to nifedipine in lowering blood pressure in normotensive and spontaneously hypertensive rats. Among these compounds, 1-substituted 1, 4-dihydropyridine derivatives showed potent antihypertensive activities. The structure-activity relationships are discussed.

  设计并合成了多种1-和2-取代以及1, 2-融合的1, 4-二氢吡啶-5-膦酸酯衍生物，作为1, 4-二氢吡啶-3, 5-二羧酸盐的类似物，研究了它们的抗高血压活性。几个化合物在降低正常血压和自发性高血压大鼠的血压方面证明与尼非地平相当或更优。在这些化合物中，1-取代的1, 4-二氢吡啶衍生物显示出强效的抗高血压活性。讨论了它们的结构-活性关系。
• Condensed heterocyclic compounds, a process for preparing the same and a
  申请人：Daicel Chemical Industries Ltd.

  公开号：US04936121A1

  公开（公告）日：1990-06-26

  A compound of the formula (I) ##STR1## where A is an alkylene or alkenylene group, R.sub.1 is an aryl group which may be substituted, R.sub.2 is a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a halogenated lower alkyl group, a cycloalkyl group, a lower alkoxyalkyl group, a lower alkylthioalkyl group, a phenyl group which may be substituted or an aralkyl group which may be substituted, R.sub.3 is a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a halogenated lower alkyl group, or R.sub.2 and R.sub.3 may be combined to form a group of --(CH.sub.2).sub.n --(n is 3 or 4), or salt thereof, which is useful as a herbicide.

  化合物的式子(I) ##STR1## 其中A是一个烷基或烯基基团，R.sub.1是一个可以被取代的芳基基团，R.sub.2是氢原子，低碳烷基基团，低碳烯基基团，低碳炔基基团，卤代低碳烷基基团，环烷基团，低碳烷氧基烷基团，低碳烷硫基烷基团，可以被取代的苯基团或可以被取代的芳基烷基团，R.sub.3是氢原子，卤原子，低碳烷基基团，低碳烯基基团，低碳炔基基团或卤代低碳烷基基团，或者R.sub.2和R.sub.3可以结合形成一个--(CH.sub.2).sub.n--（n为3或4）的基团，或其盐，可用作除草剂。
• Synthesis of multi-functionalized 1-azabicycles through MAOS acid catalyzed formal aza-[3+3] cycloaddition of heterocyclic enaminones with oxazolones
  作者：Silvio Cunha、Raimundo Francisco dos Santos Filho、Katharine Hodel Saraiva、Alene Vanessa Azevedo-Santos、Diego Menezes

  DOI：10.1016/j.tetlet.2013.04.055

  日期：2013.6

  This study describes the combination of microwave heating and green acid catalysis by Bi(NO3)(3)center dot 5H(2)O and AcOH as a practical one-pot diastereoselective synthetic route to alkaloid-like multi-functionalized 3,4-disubstituted indolizidinones and quinolizidinones from cyclic enaminones and Erlenmeyer-Plochl azalactone derivatives, as an alternative methodology to access these synthetically and biologically important classes of structural scaffolds in a simple way. The potential biological activity of some synthesized alkaloid-like derivatives was tested against the human tumor lineage hepatoma (HepG-2), and their inhibitory effect evaluated after 24 and 48 h. The indolizidine-like scaffold appears to be crucial to biological activity in the investigated compounds. (c) 2013 Elsevier Ltd. All rights reserved.
• Formal aza-[3+3] versus aza-[3+2] cycloadditions of heterocyclic enaminones with maleic anhydride and maleimides: skeletally diverse synthesis of pyrrolizidinones, indolizidinones, and pyrroloazepinones
  作者：Silvio Cunha、Airam Oliveira Santos、José Tiago Menezes Correia、José Ricardo Sabino

  DOI：10.1016/j.tet.2013.10.071

  日期：2014.5

  The domino aza-annulation of cyclic enaminones with maleic anhydride and maleimides was investigated, and selectively one-step skeletally diverse synthesis of each alkaloid-like pyrrolizidinone, indolizidinone, and pyrrolo[1,2-a]azepinone was developed, switching between aza-[3+3] and aza-[3+2] modes of formal cycloaddition reactions. For the synthesis of pyrroloazepinones, seven-membered enaminone and maleic anhydride or maleimides are efficient, via the [3+2] mode. To access indolizidinones, five or six-membered enaminones are the choice, and both [3+2] and [3+3] modes were viable exclusively with maleic anhydride. Pyrrolizidinone can be selectively synthesized in good yield through the [3+2] mode, only with five-membered enaminone and N-(4-NO2Ph)maleimide, under catalysis by PTSA. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis of [1,2-a]-fused tricyclic dihydroquinolines by palladium-catalyzed intramolecular C–N cross-coupling of polarized heterocyclic enamines
  作者：Břetislav Brož、Zdeňka Růžičková、Petr Šimůnek

  DOI：10.3998/ark.5550190.p009.723

  日期：——

  A simple methodology for [1,2-a]-fused tricyclic dihydroquinolines is established. The key step of the methodology is an intramolecular Buchwald-Hartwig amination reaction of suitable halogenated (both bromo and chloro) cyclic enaminoketones, enaminoesters and enaminonitriles with various ring size (from fiveto seven-membered). Optimal reaction conditions (palladium source, base, ligand) depend on

  建立了 [1,2-a]-稠合三环二氢喹啉的简单方法。该方法的关键步骤是合适的卤化（溴和氯）环状烯氨基酮、烯氨基酯和具有各种环大小（从五元到七元）的烯氨基腈的分子内 Buchwald-Hartwig 胺化反应。最佳反应条件（钯源、碱、配体）取决于起始烯胺的环大小，三环产物的产率为 65-98%。用高氯酸处理产物得到相应的高氯酸喹啉鎓。