5,9,11-Trihydroxy-3,3-dimethyl-6-(3-methylbut-2-enyl)pyrano[3,2-a]xanthen-12-one | 1134100-07-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 5,9,11-Trihydroxy-3,3-dimethyl-6-(3-methylbut-2-enyl)pyrano[3,2-a]xanthen-12-one
• CAS: 1134100-07-4
• 化学式: C₂₃H₂₂O₆
• 分子量: 394.424
• InChiKey: IVABZOXVCKKIPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  96.2
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-甲基-2-丁烯醛 、 5,9,11-Trihydroxy-3,3-dimethyl-6-(3-methylbut-2-enyl)pyrano[3,2-a]xanthen-12-one 在 calcium oxide 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以55%的产率得到tovophyllin B
  参考文献：
  名称：

  Total synthesis of tovophyllin B

  摘要：

  The first total synthesis of tovophyllin B (2), an antimicrobial xanthone derived from mangosteen. has been accomplished through a convergent strategy from building blocks 6 and 7 involving lithium-mediated coupling, dehydrative cyclization, and 6 pi electrocyclization as key steps. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.096
• 作为产物：
  描述：

  [6,8-Dihydroxy-2,2-dimethyl-7-(3-methylbut-2-enyl)chromen-5-yl]-(2,4,6-trihydroxyphenyl)methanone 在 silica gel 作用下， 反应 1.5h， 以65%的产率得到5,9,11-Trihydroxy-3,3-dimethyl-6-(3-methylbut-2-enyl)pyrano[3,2-a]xanthen-12-one
  参考文献：
  名称：

  Total synthesis of tovophyllin B

  摘要：

  The first total synthesis of tovophyllin B (2), an antimicrobial xanthone derived from mangosteen. has been accomplished through a convergent strategy from building blocks 6 and 7 involving lithium-mediated coupling, dehydrative cyclization, and 6 pi electrocyclization as key steps. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.096

文献信息

• Total synthesis of tovophyllin B
  作者：Valer Jeso、K.C. Nicolaou

  DOI：10.1016/j.tetlet.2008.12.096

  日期：2009.3

  The first total synthesis of tovophyllin B (2), an antimicrobial xanthone derived from mangosteen. has been accomplished through a convergent strategy from building blocks 6 and 7 involving lithium-mediated coupling, dehydrative cyclization, and 6 pi electrocyclization as key steps. (C) 2008 Elsevier Ltd. All rights reserved.