(4S,6S,8S,10S,12R,14R,16R,18R,20R)-nonamethoxy-1-pentacosene | 123123-64-8

• 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,20R)-nonamethoxy-1-pentacosene
• 英文别名: (4S,6S,8S,10S,12R,14R,16R,18R,20R)-4,6,8,10,12,14,16,18,20-nonamethoxypentacos-1-ene
• CAS: 123123-64-8
• 化学式: C₃₄H₆₈O₉
• 分子量: 620.909
• InChiKey: LZXSVVIBIZILEY-RHPHJDRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  43
• 可旋转键数：
  31
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  83.1
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  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 1,4-二氧六环 、 乙醚 、 水 、 苯 为溶剂， 反应 1.08h， 生成 (E)-(5S,7S,9S,11S,13R,15R,17R,19R)-5,7,9,11,13,15,17,19-Octamethoxy-tetracos-2-en-1-ol
  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：

  (4S,6S,8S,10S,12R,14R,16R,18R,20R)-4,6,8,14,16,18,20-heptamethoxy-1-pentacosene-10,12-diol 、 碘甲烷 在 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 以93%的产率得到(4S,6S,8S,10S,12R,14R,16R,18R,20R)-nonamethoxy-1-pentacosene
  参考文献：
  名称：

  1,3-多元醇的合成研究。从蓝绿藻全合成（4S，6S，8S，10S，12R，14R，16R，18R，20R）九甲氧基-1-戊二烯

  摘要：

  已经合成了从某些蓝绿藻中分离的等规九壬基-1-戊二十碳烯，并确定了其绝对构型。

  DOI：

  10.1016/0040-4039(90)80183-m

文献信息

• Synthetic study on 1,3-polyols. Total synthesis of (4S, 6S, 8S, 10S, 12R, 14R, 16R, 18R, 20R) nonamethoxy-1-pentacosene from blue-green algae
  作者：Yuji Mori、Yasunori Kohchi、Toshimi Ota、Makoto Suzuki

  DOI：10.1016/0040-4039(90)80183-m

  日期：1990.1

  Isotactic nonamethoxy-1-pentacosene isolated from certain blue-green algae has been synthesized and the absolute configuration was determined.

  已经合成了从某些蓝绿藻中分离的等规九壬基-1-戊二十碳烯，并确定了其绝对构型。
• Total synthesis of natural products having 1,3- -polyol, δ-lactone of (2 ,5 ,7 ,9 ,11 )-tetrahydroxyhexacos-2-enoic acid and 4,6,8,10,12,14,16,18,20-all- -nonamethoxy-1-pentacosene
  作者：Tadashi Nakata、Toshiro Suenaga、Koichi Nakashima、Takeshi Oishi

  DOI：10.1016/s0040-4039(01)89013-4

  日期：——
• 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.