8-Allyl-1-benzhydryl-5-hydroxy-6-methoxy-isoquinoline-3-carboxylic acid ethyl ester | 129199-76-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 8-Allyl-1-benzhydryl-5-hydroxy-6-methoxy-isoquinoline-3-carboxylic acid ethyl ester
• 英文别名: Ethyl 1-benzhydryl-5-hydroxy-6-methoxy-8-prop-2-enylisoquinoline-3-carboxylate
• CAS: 129199-76-4
• 化学式: C₂₉H₂₇NO₄
• 分子量: 453.538
• InChiKey: IHHRNYKQOWVSNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  68.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (Z)-3-(2-Allyloxy-3-methoxy-phenyl)-2-diphenylvinylideneamino-acrylic acid ethyl ester 以17%的产率得到
  参考文献：
  名称：

  MOLINA, PEDRO;ALAJARIN, MATEO;VIDAL, ANGEL;FENEAU-DUPONT, J.;DECLERCQ, J.+, J. CHEM. SOC. CHEM. COMMUN.,(1990) N1, C. 829-831

  摘要：

  DOI：

文献信息

• One-pot preparation of derivatives of the unknown fluoreno[2,3,4-i,j]isoquinoline ring from conjugated ketenimines by a consecutive electrocyclic ring-closure/Claisen rearrangement/intramolecular Diels–Alder cycloaddition/double aromatization process
  作者：Pedro Molina、Mateo Alajarín、Angel Vidal、J. Feneau-Dupont、J. P. Declercq

  DOI：10.1039/c39900000829

  日期：——

  A short synthesis of fluoreno[2,3,4-i,j]isoquinoline derivatives (8) based on a new method of three consecutive annelations which involves thermal cyclization of conjugated ketenimines is described; the crystal structure of (8) has been determined.

  描述了一种基于三步连续化的新方法的氟代[2,3,4- i，j ]异喹啉衍生物（8）的简短合成，该方法涉及共轭酮亚胺的热环化。已经确定了（8）的晶体结构。
• Domino reactions. One-pot preparation of fluoreno[2,3,4-ij]isoquinoline derivatives from conjugated ketene imines
  作者：Pedro Molina、Mateo Alajarin、Angel Vidal、J. Fenau-Dupont、J. P. Declerq

  DOI：10.1021/jo00012a039

  日期：1991.6

  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.
• 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：——