11-Hydroxy-2,3-dimethoxy-7,8-dihydro-5H-dibenzo[c,e]azocine-6-carbaldehyde | 717865-68-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 11-Hydroxy-2,3-dimethoxy-7,8-dihydro-5H-dibenzo[c,e]azocine-6-carbaldehyde
• 英文别名: 15-hydroxy-4,5-dimethoxy-9-azatricyclo[10.4.0.02,7]hexadeca-1(12),2,4,6,13,15-hexaene-9-carbaldehyde
• CAS: 717865-68-4
• 化学式: C₁₈H₁₉NO₄
• 分子量: 313.353
• InChiKey: PANNGFZJQUGKDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  11-Hydroxy-2,3-dimethoxy-7,8-dihydro-5H-dibenzo[c,e]azocine-6-carbaldehyde 在 palladium diacetate 吡啶 、 甲酸 、 三乙胺 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 56.0h， 生成 N-formyl-2,3-dimethoxy-5,6,7,8-tetrahydrodiben[c,e]azocine
  参考文献：
  名称：

  Synthesis of Amaryllidaceae alkaloids, siculine, oxocrinine, epicrinine, and buflavine

  摘要：

  Three crinane type of alkaloids isolated from Amaryllidaceae family were synthesized by taking advantage of the PIFA-mediated intramolecular p-p' diphenol coupling reaction of norbelladine derivatives. Furthermore, buflavine was also prepared by using the p-p' diphenol coupling followed by dienone-phenol rearrangement as a key step. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.03.087
• 作为产物：
  描述：

  7,8-dimethoxy-6'-oxospiro[3,4-dihydro-1H-2-benzazepine-5,3'-cyclohexa-1,4-diene]-2-carbaldehyde 在 甲烷磺酸 作用下， 反应 24.0h， 以92%的产率得到11-Hydroxy-2,3-dimethoxy-7,8-dihydro-5H-dibenzo[c,e]azocine-6-carbaldehyde
  参考文献：
  名称：

  Synthesis of Amaryllidaceae alkaloids, siculine, oxocrinine, epicrinine, and buflavine

  摘要：

  Three crinane type of alkaloids isolated from Amaryllidaceae family were synthesized by taking advantage of the PIFA-mediated intramolecular p-p' diphenol coupling reaction of norbelladine derivatives. Furthermore, buflavine was also prepared by using the p-p' diphenol coupling followed by dienone-phenol rearrangement as a key step. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.03.087

文献信息

• Synthesis of Amaryllidaceae alkaloids, siculine, oxocrinine, epicrinine, and buflavine
  作者：Sumiaki Kodama、Hirofumi Takita、Tetsuya Kajimoto、Kiyoharu Nishide、Manabu Node

  DOI：10.1016/j.tet.2004.03.087

  日期：2004.5

  Three crinane type of alkaloids isolated from Amaryllidaceae family were synthesized by taking advantage of the PIFA-mediated intramolecular p-p' diphenol coupling reaction of norbelladine derivatives. Furthermore, buflavine was also prepared by using the p-p' diphenol coupling followed by dienone-phenol rearrangement as a key step. (C) 2004 Elsevier Ltd. All rights reserved.