| 1610421-92-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• CAS: 1610421-92-5
• 化学式: C₂₁H₃₄O₆S
• 分子量: 414.563
• InChiKey: NCQIJHWUQJUCRO-KMRPYSECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  28.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  89.9
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以6.4 mg的产率得到(6Z,9R)-9-[(1E,3R,4S,6Z)-3,4-epoxy-1,6-dodecadienyl]-4,5,8,9-tetrahydro-2(3H)-oxoninone
  参考文献：
  名称：

  Synthesis of topsentolides A2 and C2, and non-enzymatic conversion of the former to the latter

  摘要：

  The first total synthesis of the marine-derived cytotoxin topsentolide A(2), which eventually culminated in its stereochemical determination, was accomplished in 17 steps from a known chiral alcohol. An improved synthesis of its congener, topsentolide C-2, from a synthetic intermediate of topsentolide A(2) was also performed by utilizing the Yamaguchi lactonization to construct its nine-membered lactone ring. Treatment of epoxide ring-containing topsentolide Ay with HCl/MeOH brought about its quantitative conversion into topsentolide C-2. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.04.040
• 作为产物：
  描述：

  methyl (5Z,8R)-8-[(tert-butyldimethylsilyl)oxy]-9-hydroxy-5-nonenoate 在 4-二甲氨基吡啶 、 草酰氯 、 lithium hydroxide monohydrate 、 cerium(III) chloride heptahydrate 、 2,4,6-三氯苯甲酰氯 、 四丁基氟化铵 、 4-甲基苯磺酸吡啶 、 二甲基亚砜 、 三乙胺 、 N,N-二异丙基乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 lithium bromide 作用下， 以 四氢呋喃 、 甲醇 、 aq. phosphate buffer 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 23.08h， 生成
  参考文献：
  名称：

  Synthesis of topsentolides A2 and C2, and non-enzymatic conversion of the former to the latter

  摘要：

  The first total synthesis of the marine-derived cytotoxin topsentolide A(2), which eventually culminated in its stereochemical determination, was accomplished in 17 steps from a known chiral alcohol. An improved synthesis of its congener, topsentolide C-2, from a synthetic intermediate of topsentolide A(2) was also performed by utilizing the Yamaguchi lactonization to construct its nine-membered lactone ring. Treatment of epoxide ring-containing topsentolide Ay with HCl/MeOH brought about its quantitative conversion into topsentolide C-2. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.04.040