(4S,6S,8R,10R,12R)-4,6,8-trimethoxy-1-heptadecene-10,12-diol | 131435-80-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (4S,6S,8R,10R,12R)-4,6,8-trimethoxy-1-heptadecene-10,12-diol
• CAS: 131435-80-8
• 化学式: C₂₀H₄₀O₅
• 分子量: 360.535
• InChiKey: HMMMJLLRKJDJQH-OBKDMQGPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  25.0
• 可旋转键数：
  17.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  68.15
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (4S,6S,8R,10R,12R)-4,6,8-trimethoxy-1-heptadecene-10,12-diol 、 碘甲烷 在 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以90%的产率得到(4S,6S,8R,10R,12R)-4,6,8,10,12-pentamethoxy-1-heptadecene
  参考文献：
  名称：

  Isotactic polymethoxy 1-alkenes from blue-green algae. Synthesis and absolute stereochemistry

  摘要：

  Novel isotactic polymethoxy-1-alkenes 1-4 were isolated from tolytoxin-producing blue-green algae belonging to the family Scytonemataceae. Scytonema mirabile produced 1 and 2, whereas 3 and 4 were isolated from S. burmanicum. The gross structures and relative stereochemistries were determined by mass and NMR spectral analyses. The absolute configurations of 1-4 were established by direct comparison with optically active synthetic samples.

  DOI：

  10.1021/jo00002a027
• 作为产物：
  描述：

  2-戊基-1,3-二噻烷 在 sodium tetrahydroborate 、 正丁基锂 、 二乙基甲氧基硼烷 、 calcium carbonate 、 碘甲烷 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙腈 为溶剂， 反应 42.0h， 生成 (4S,6S,8R,10R,12R)-4,6,8-trimethoxy-1-heptadecene-10,12-diol
  参考文献：
  名称：

  Isotactic polymethoxy 1-alkenes from blue-green algae. Synthesis and absolute stereochemistry

  摘要：

  Novel isotactic polymethoxy-1-alkenes 1-4 were isolated from tolytoxin-producing blue-green algae belonging to the family Scytonemataceae. Scytonema mirabile produced 1 and 2, whereas 3 and 4 were isolated from S. burmanicum. The gross structures and relative stereochemistries were determined by mass and NMR spectral analyses. The absolute configurations of 1-4 were established by direct comparison with optically active synthetic samples.

  DOI：

  10.1021/jo00002a027