4-(allyloxy)-2,3-dimethylbenzaldehyde | 133495-65-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(allyloxy)-2,3-dimethylbenzaldehyde
• 英文别名: 4-Allyloxy-2,3-dimethyl-benzaldehyde；2,3-dimethyl-4-prop-2-enoxybenzaldehyde
• CAS: 133495-65-5
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: JIPDXPBUSSATRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(allyloxy)-2,3-dimethylbenzaldehyde 在 sodium ethanolate 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 18.0h， 生成 ethyl (Z)-3-(2,3-dimethyl-4-prop-2-enoxyphenyl)-2-[(triphenyl-λ5-phosphanylidene)amino]prop-2-enoate
  参考文献：
  名称：

  Domino reactions. One-pot preparation of fluoreno[2,3,4-ij]isoquinoline derivatives from conjugated ketene imines

  摘要：

  Iminophosphoranes 4, derived from ethyl alpha-azido-2-(allyloxy)-3-methoxycinnamates, react with ketenes to give the corresponding ketene imines, which by thermal treatment at 150-160-degrees-C undergo a consecutive electrocyclic ring closure/Claisen rearrangement/second ring closure/double aromatization process to give isoquinoline derivatives 7 and/or the previously unknown fluoreno[2,3,4-ij]isoquinolines 9 in moderate yields. Similarly, iminophosphoranes 14 derived from ethyl alpha-azido-2,3-disubstituted-4-(allyloxy)cinnamates reacted with diphenyl ketene to give the intermediate ketene imines, which at 150-160-degrees-C undergo a cascade of pericyclic reactions to give the isoquinolines 15 and the pentacyclic compounds 16 in moderate yields.

  DOI：

  10.1021/jo00012a039
• 作为产物：
  描述：

  2,3-二甲基-4-羟基苯甲醛 、 3-溴丙烯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以79%的产率得到4-(allyloxy)-2,3-dimethylbenzaldehyde
  参考文献：
  名称：

  Domino reactions. One-pot preparation of fluoreno[2,3,4-ij]isoquinoline derivatives from conjugated ketene imines

  摘要：

  Iminophosphoranes 4, derived from ethyl alpha-azido-2-(allyloxy)-3-methoxycinnamates, react with ketenes to give the corresponding ketene imines, which by thermal treatment at 150-160-degrees-C undergo a consecutive electrocyclic ring closure/Claisen rearrangement/second ring closure/double aromatization process to give isoquinoline derivatives 7 and/or the previously unknown fluoreno[2,3,4-ij]isoquinolines 9 in moderate yields. Similarly, iminophosphoranes 14 derived from ethyl alpha-azido-2,3-disubstituted-4-(allyloxy)cinnamates reacted with diphenyl ketene to give the intermediate ketene imines, which at 150-160-degrees-C undergo a cascade of pericyclic reactions to give the isoquinolines 15 and the pentacyclic compounds 16 in moderate yields.

  DOI：

  10.1021/jo00012a039

文献信息

• Aryl-substituted piperazine derivatives
  申请人：Hutchinson J. Alan

  公开号：US20060009456A1

  公开（公告）日：2006-01-12

  Aryl-substituted piperazine derivatives are provided. Such compounds may be used to modulate MCH receptor activity in vivo or in vitro, and are particularly useful in the treatment of a variety of metabolic, feeding and sexual disorders in humans, domesticated companion animals and livestock animals. Pharmaceutical compositions and methods for treating such disorders are provided, as are methods for using such ligands for detecting MCH receptors (e.g., receptor localization studies).

  提供了芳基取代的哌嗪衍生物。这些化合物可用于在体内或体外调节MCH受体活性，并且在治疗人类、驯养伴侣动物和家畜动物的多种代谢、进食和性功能障碍方面特别有用。提供了用于治疗这些障碍的药物组合物和方法，以及用于检测MCH受体的方法（例如受体定位研究）的方法。
• [EN] ARYL SUBSTITUTED 8-AZABICYCLO[3.2.1]OCTANE COMPOUNDS AS LIGANDS OF THE MELANIN CONCENTRATING HORMONE RECEPTOR<br/>[FR] COMPOSES DE 8-AZABICYCLO[3.2.1]OCTANE A SUBSTITUTION ARYLE COMME LIGANDS DU RECEPTEUR DE L'HORMONE DE CONCENTRATION DE LA MELANINE
  申请人：NEUROGEN CORP

  公开号：WO2006044174A3

  公开（公告）日：2006-06-08
• MOLINA, PEDRO;ALAJARIN, MATEO;VIDAL, ANGEL;FENAU-DUPONT, J.;DECLERQ, J. P+, J. ORG. CHEM., 56,(1991) N2, C. 4008-4016
  作者：MOLINA, PEDRO、ALAJARIN, MATEO、VIDAL, ANGEL、FENAU-DUPONT, J.、DECLERQ, J. P+

  DOI：——

  日期：——
• ARYL-SUBSTITUTED PIPERAZINE DERIVATIVES
  申请人：NEUROGEN CORPORATION

  公开号：EP1756107A2

  公开（公告）日：2007-02-28
• ARYL SUBSTITUTED 8-AZABICYCLO[3.2.1]OCTANE COMPOUNDS AS LIGANDS OF THE MELANIN CONCENTRATING HORMONE RECEPTOR
  申请人：NEUROGEN CORPORATION

  公开号：EP1809626A2

  公开（公告）日：2007-07-25