plagiochin A | 112923-41-8

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: plagiochin A
• 英文别名: 19-methoxy-2-oxapentacyclo[22.2.2.13,7.010,15.016,21]nonacosa-1(26),3(29),4,6,10(15),11,13,16,18,20,24,27-dodecaene-4,5,12,18-tetrol
• CAS: 112923-41-8
• 化学式: C₂₉H₂₆O₆
• 分子量: 470.522
• InChiKey: SCQPEFQHXAMCCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  35
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 plagiochin A 在 吡啶 作用下， 生成 Plagiochin-A-tetraacetate
  参考文献：
  名称：

  Kametler, Laszlo; Keserue, Gyoergy M.; Nogradi, Mihaly, Liebigs Annalen der Chemie, 1992, # 12, p. 1239 - 1244

  摘要：

  DOI：
• 作为产物：
  描述：

  19-Methoxy-4,5,12,18-tetrakis(methoxymethoxy)-2-oxapentacyclo[22.2.2.13,7.010,15.016,21]nonacosa-1(26),3,5,7(29),10(15),11,13,16,18,20,24,27-dodecaene 在 氢溴酸 作用下， 以 甲醇 为溶剂， 反应 0.25h， 以71%的产率得到plagiochin A
  参考文献：
  名称：

  Total Syntheses of Plagiochins A and D, Macrocyclic Bis(bibenzyls), by Pd(0) Catalyzed Intramolecular Stille-Kelly Reaction1

  摘要：

  Total syntheses of plagiochins A (1) and D (4), the former of which exhibits a significant neurotrophic activity, have been accomplished. The key 16-membered ring closure in 4 has been achieved directly from the dibromoperrottetin derivative (7) by Pd(0) catalyzed intramolecular Stille-Kelly reaction, whereas 1 has been synthesized from the dibromide (28) via the trimethylstannyl compounds (29) and (30) by Pd(0) catalyzed intramolecular Stille reaction.

  DOI：

  10.3987/com-00-s(i)26

文献信息

• Plagiochins A, B, C, and D, new type of macrocyclic bis(bibenzyls) having a biphenyl linkage between the ortho positions to the benzyl methylenes, from the liverwort subsp.
  作者：Toshihiro Hashimoto、Motoo Tori、Yoshinori Asakawa、Yoshimasa Fukazawa

  DOI：10.1016/s0040-4039(01)91356-5

  日期：1987.1
• Total Syntheses of Plagiochins A and D, Macrocyclic Bis(bibenzyls), by Pd(0) Catalyzed Intramolecular Stille-Kelly Reaction1
  作者：Yoshiyasu Fukuyama、Hideyuki Yaso、Takashi Mori、Hironobu Takahashi、Hiroyuki Minami、Mitsuaki Kodama

  DOI：10.3987/com-00-s(i)26

  日期：——

  Total syntheses of plagiochins A (1) and D (4), the former of which exhibits a significant neurotrophic activity, have been accomplished. The key 16-membered ring closure in 4 has been achieved directly from the dibromoperrottetin derivative (7) by Pd(0) catalyzed intramolecular Stille-Kelly reaction, whereas 1 has been synthesized from the dibromide (28) via the trimethylstannyl compounds (29) and (30) by Pd(0) catalyzed intramolecular Stille reaction.
• Kametler, Laszlo; Keserue, Gyoergy M.; Nogradi, Mihaly, Liebigs Annalen der Chemie, 1992, # 12, p. 1239 - 1244
  作者：Kametler, Laszlo、Keserue, Gyoergy M.、Nogradi, Mihaly、Mezey-Vandor, Gabriella、Vermes, Borbala、Kajtar-Peredy, Maria

  DOI：——

  日期：——