(4S,6S,8S,10S,12R,14R,16R,18R)-4,6,8,10,12,14,16,18-octamethoxy-1-tricosene | 131487-89-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4S,6S,8S,10S,12R,14R,16R,18R)-4,6,8,10,12,14,16,18-octamethoxy-1-tricosene
• 英文别名: 4,6,8,10,12,14,16,18-Octamethoxy-1-tricosen；D_r-4c_F,6c_F,8c_F,10c_F,12c_F,14c_F,16c_F,18r_F-octamethoxy-tricos-1-ene；(4S,6S,8S,10S,12R,14R,16R,18R)-4,6,8,10,12,14,16,18-octamethoxytricos-1-ene
• CAS: 131487-89-3
• 化学式: C₃₁H₆₂O₈
• 分子量: 562.828
• InChiKey: ADRITKUCTAJPEK-QGDQFTGISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  39
• 可旋转键数：
  28
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  73.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (4S,6S,8S,10S,12R,14R,16R,18R,20R)-nonamethoxy-1-pentacosene 在 sodium periodate 、 四氧化锇 、 lithium aluminium tetrahydride 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 、 水 、 苯 为溶剂， 反应 2.58h， 生成 (4S,6S,8S,10S,12R,14R,16R,18R)-4,6,8,10,12,14,16,18-octamethoxy-1-tricosene
  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

文献信息

• Enantiospecific synthesis via sequential diastereofacial and diastereotopic group selective reactions: enantiodivergent synthesis of syn-1,3-polyols
  作者：Zhaoyin Wang、Denis Deschenes

  DOI：10.1021/ja00029a049

  日期：1992.1
• Isotactic polymethoxy 1-alkenes from blue-green algae. Synthesis and absolute stereochemistry
  作者：Yuji Mori、Yasunori Kohchi、Makoto Suzuki、Shmuel Carmeli、Richard E. Moore、Gregory M. L. Patterson

  DOI：10.1021/jo00002a027

  日期：1991.1

  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.