(E)-N,N-diethyldec-2-enamide | 302571-79-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-N,N-diethyldec-2-enamide
• 英文别名: (E)-N,N-diethyl dec-2-enamide
• CAS: 302571-79-5
• 化学式: C₁₄H₂₇NO
• 分子量: 225.374
• InChiKey: KGASFIOKWFYBAO-OUKQBFOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-N,N-diethyldec-2-enamide 在 samarium diiodide 、 重水 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 2,3-dideuterio-N,N-diethyldecanamide
  参考文献：
  名称：

  二碘化sa促进的顺序消除-还原反应：合成2,3-二氘代子宫酸酯或-酰胺。

  摘要：

  由二碘化promote促进的简便且通用的顺序消除/还原过程提供了一种从容易获得的起始原料合成饱和酯或酰胺3的有效方法。该反应包括在存在H 2 O的情况下β-消除起始的2-卤代3-羟基酯或-酰胺1，随后1，4-还原所得的α，β-不饱和酯或酰胺。当使用D20代替H2O时，会分离到2,3-二氘代子宫酸酯或-酰胺4。提出了一种机制来解释这种综合。

  DOI：

  10.1002/1521-3765(20011001)7:19<4266::aid-chem4266>3.0.co;2-8
• 作为产物：
  描述：

  正辛醛 在 samarium diiodide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.67h， 生成 (E)-N,N-diethyldec-2-enamide
  参考文献：
  名称：

  Synthesis of (E)-α,β-Unsaturated Amides with High Selectivity by Using Samarium Diiodide

  摘要：

  Stereoselective beta -elimination of 2-chloro-3-hydroxyamides 1 is achieved by using samarium diiodide to yield alpha,beta -unsaturated amides 2, in which the C=C bond is di- tri-, or tetrasubstituted. The starting compounds a are easily prepared by reaction of the corresponding lithium enolates of alpha -chloroamides with aldehydes or ketones at -78 degreesC. The influence of the reaction conditions and the structure of the starting compounds on the stereoselectivity of the beta -elimination reaction is also discussed.

  DOI：

  10.1002/1521-3765(20010716)7:14<3062::aid-chem3062>3.0.co;2-f

文献信息

• Stereoselective Olefination Reactions Promoted by Rieke Manganese
  作者：José Concellón、Humberto Rodríguez-Solla、Vicente del Amo、Pamela Díaz

  DOI：10.1055/s-0029-1216880

  日期：2009.8

  applied to develop a novel and direct synthesis of (E)-α,β-unsaturated esters or amides and (Z)-α,β-unsaturated α-halo esters and α-choroamides through a Mn*-mediated sequential olefination protocol of aldehydes with dichloro esters or amides and trihalo esters or trichloroamides, respectively. manganese - elimination reactions - stereoselectivity - α,β-unsaturated esters - α,β-unsaturated amides - metalation

  提出了使用廉价的无毒金属锰进行立体选择性β-消除反应并促进醛的顺序烯化反应以获得α，β-不饱和酯和酰胺的优势的研究。使用活性锰（Mn *）作为金属化剂进行了各种消除反应，所有这些反应均具有完全的立体选择性和高收率的特征。锰的这种能力已被用于开发通过Mn *-直接合成（E）-α，β-不饱和酯或酰胺与（Z）-α，β-不饱和α-卤代酯和α-氯酰胺的新颖而直接的合成方法。介导的醛分别与二氯酯或酰胺和三卤代酯或三氯酰胺的顺序烯烃化方案。 锰-消除反应-立体选择性-α，β-不饱和酯-α，β-不饱和酰胺-金属化
• Stereospecific Cyclopropanation of Highly Substituted C−C Double Bonds Promoted by CrCl₂. Stereoselective Synthesis of Cyclopropanecarboxamides and Cyclopropyl Ketones
  作者：José M. Concellón、Humberto Rodríguez-Solla、Carmen Méjica、Elena G. Blanco

  DOI：10.1021/ol070896d

  日期：2007.8.1

  (Z)-alpha,beta-enamides in which the C-C double bond is di-, tri-, or tetrasubstituted. In all cases the process is completely stereospecific and only a single diastereoisomer is obtained. In addition, cyclopropyl ketones were readily prepared by reaction of the cyclopropanecarboxamides (derived from morpholine) obtained with a range of organolithium compounds. A mechanism has been proposed to explain the cyclopropanation

  我们在这里描述了CrCl（2）促进的α，β-不饱和酰胺的环丙烷化。该反应可以在其中CC双键被二，三或四取代的（E）-或（Z）-α，β-烯酰胺上进行。在所有情况下，该过程都是完全立体定向的，并且仅获得单个非对映异构体。另外，通过使所获得的环丙烷甲酰胺（衍生自吗啉）与一定范围的有机锂化合物反应，可以容易地制备环丙基酮。已经提出了解释环丙烷化反应的机理。
• TRANS-2-DECENOIC ACID DERIVATIVE AND PHARMACEUTICAL AGENT CONTAINING THE SAME
  申请人：Iinuma Munekazu

  公开号：US20130225837A1

  公开（公告）日：2013-08-29

  An object of the present invention is to provide a novel trans-2-decenoic acid derivative or a pharmaceutically acceptable salt thereof and to provide a pharmaceutical agent which contains said compound as an active ingredient and has a highly safe neurotrophic factor-like activity or an alleviating action for side effect induced by administration of anti-cancer agents. The trans-2-decenoic acid derivative or a pharmaceutically acceptable salt thereof which is the compound of the present invention is specifically represented by the formula (1): (In the formula, Y is —O—, —NR— or —S—, R is hydrogen atom, alkyl group, dialkylaminoalkyl group or the like and W is a substituent such as dialkylaminoalkyl group) and has a quite high usefulness as a pharmaceutical agent such as a preventive or therapeutic agent for dementia, Alzheimer's disease, Parkinson's disease, depression, etc., a treating or repairing agent for spinal cord injury.

  本发明的目的是提供一种新的反式-2-癸烯酸衍生物或其药用盐，并提供一种包含该化合物作为活性成分并具有高度安全的神经营养因子样活性或对抗癌药物引起的副作用的缓解作用的药物制剂。本发明的反式-2-癸烯酸衍生物或其药用盐具体由化学式(1)表示：(在该式中，Y为—O—、—NR—或—S—，R为氢原子、烷基、二烷基氨基烷基或类似物，W为二烷基氨基烷基等取代基)，作为一种药用制剂，具有预防或治疗痴呆症、阿尔茨海默病、帕金森病、抑郁症等的药物，以及治疗或修复脊髓损伤的药物，具有非常高的实用性。
• Trans-2-decenoic acid derivative and pharmaceutical agent containing the same
  申请人：Iinuma Munekazu

  公开号：US08987486B2

  公开（公告）日：2015-03-24

  An object of the present invention is to provide a novel trans-2-decenoic acid derivative or a pharmaceutically acceptable salt thereof and to provide a pharmaceutical agent which contains said compound as an active ingredient and has a highly safe neurotrophic factor-like activity or an alleviating action for side effect induced by administration of anti-cancer agents. The trans-2-decenoic acid derivative or a pharmaceutically acceptable salt thereof which is the compound of the present invention is specifically represented by the formula (1): (In the formula, Y is —O—, —NR— or —S—, R is hydrogen atom, alkyl group, dialkylaminoalkyl group or the like and W is a substituent such as dialkylaminoalkyl group) and has a quite high usefulness as a pharmaceutical agent such as a preventive or therapeutic agent for dementia, Alzheimer's disease, Parkinson's disease, depression, etc., a treating or repairing agent for spinal cord injury.

  本发明的目的是提供一种新型的trans-2-decenoic酸衍生物或其药学上可接受的盐，并提供一种含有该化合物作为活性成分的药物剂，具有高度安全的神经营养因子样活性或减轻抗癌剂给药引起的副作用的作用。本发明的化合物trans-2-decenoic酸衍生物或其药学上可接受的盐，具体由公式（1）表示：（在公式中，Y为-O-，-NR-或-S-，R为氢原子，烷基，二烷基氨基烷基或类似物，W为二烷基氨基烷基等取代基），并且在预防或治疗痴呆症、阿尔茨海默病、帕金森病、抑郁症等方面，以及作为治疗或修复脊髓损伤的药物剂具有非常高的实用性。
• TRANS-2-DECENOIC ACID DERIVATIVE AND MEDICAMENT CONTAINING SAME
  申请人：Nagoya Industrial Science Research Institute

  公开号：EP2636666A1

  公开（公告）日：2013-09-11

  An object of the present invention is to provide a novel trans-2-decenoic acid derivative or a pharmaceutically acceptable salt thereof and to provide a pharmaceutical agent which contains said compound as an active ingredient and has a highly safe neurotrophic factor-like activity or an alleviating action for side effect induced by administration of anti-cancer agents. The trans-2-decenoic acid derivative or a pharmaceutically acceptable salt thereof which is the compound of the present invention is specifically represented by the formula (1): (In the formula, Y is -O-, -NR- or -S-, R is hydrogen atom, alkyl group, dialkylaminoalkyl group or the like and W is a substituent such as dialkylaminoalkyl group) and has a quite high usefulness as a pharmaceutical agent such as a preventive or therapeutic agent for dementia, Alzheimer's disease, Parkinson's disease, depression, etc., a treating or repairing agent for spinal cord injury or an alleviating agent for side effect induced by administration of anti-cancer agents.

  本发明的目的是提供一种新型的反式-2-癸烯酸衍生物或其药学上可接受的盐，并提供一种含有上述化合物作为活性成分的药剂，该药剂具有高度安全的神经营养因子样活性或减轻服用抗癌剂引起的副作用的作用。作为本发明化合物的反式-2-癸烯酸衍生物或其药学上可接受的盐具体由式（1）表示： (式中，Y 为-O-、-NR- 或-S-，R 为氢原子、烷基、二烷基氨基烷基或类似基团，W 为二烷基氨基烷基等取代基），作为药物制剂，如痴呆症、老年痴呆症、帕金森病、抑郁症等的预防或治疗剂，脊髓损伤的治疗或修复剂，或抗癌剂引起的副作用的缓解剂，具有相当高的实用性。