perenniporide B | 1383560-99-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: perenniporide B
• 英文别名: methyl (2R)-3-[(1R)-6-ethyl-1,5-dihydroxy-2,7-dimethoxy-4-oxonaphthalen-1-yl]-2-hydroxypropanoate
• CAS: 1383560-99-3
• 化学式: C₁₈H₂₂O₈
• 分子量: 366.368
• InChiKey: WZZOARZEYMJHRI-KZULUSFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  在 四丁基氟化铵 、 对甲苯磺酸 作用下， 以 四氢呋喃 为溶剂， 反应 8.25h， 生成 perenniporide B
  参考文献：
  名称：

  Total Syntheses of Perenniporides

  摘要：

  The total syntheses of perenniporide A (1) and related compounds have been achieved. Starting from 1,3,5-trifluorobenzene (9), difluorodienone 6 was obtained by oxidative dearomatization, which served as a platform for the high-pressure cycloaddition and for the introduction of the C3-methoxy group. The synthesis allowed access to the natural congeners 2 and 3, enabling assignment of the absolute structures of these natural products.

  DOI：

  10.1021/acs.orglett.5b02906

文献信息

• Total Syntheses of Perenniporides
  作者：Masao Morita、Ken Ohmori、Keisuke Suzuki

  DOI：10.1021/acs.orglett.5b02906

  日期：2015.11.20

  The total syntheses of perenniporide A (1) and related compounds have been achieved. Starting from 1,3,5-trifluorobenzene (9), difluorodienone 6 was obtained by oxidative dearomatization, which served as a platform for the high-pressure cycloaddition and for the introduction of the C3-methoxy group. The synthesis allowed access to the natural congeners 2 and 3, enabling assignment of the absolute structures of these natural products.