(E)-(2S,3R)-2-((2R,3R)-5-Methoxy-3-methyl-tetrahydro-furan-2-yl)-hex-4-en-3-ol | 740836-10-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: (E)-(2S,3R)-2-((2R,3R)-5-Methoxy-3-methyl-tetrahydro-furan-2-yl)-hex-4-en-3-ol
• 英文别名: (E,2S,3R)-2-[(2R,3R)-5-methoxy-3-methyloxolan-2-yl]hex-4-en-3-ol
• CAS: 740836-10-6
• 化学式: C₁₂H₂₂O₃
• 分子量: 214.305
• InChiKey: PWVFJOLGOANOCT-GMXSOKSXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-(2S,3R)-2-((2R,3R)-5-Methoxy-3-methyl-tetrahydro-furan-2-yl)-hex-4-en-3-ol 在 sodium periodate 、 四氧化锇 、 sodium hydride 、 N-甲基吗啉氧化物 作用下， 以 水 、 N,N-二甲基甲酰胺 、 丙酮 、 叔丁醇 为溶剂， 反应 5.5h， 生成 (2S,3R)-2-Benzyloxy-3-((2R,3R)-5-methoxy-3-methyl-tetrahydro-furan-2-yl)-butyraldehyde
  参考文献：
  名称：

  Synthesis and biological activity of mycalolide analogs

  摘要：

  Mycalolide analog 4, consisting only of the side chain of mycalolide B (2), a trisoxazole macrolide of marine origin, was stereoselectively synthesized using Roush crotylboration, an Evans aldol reaction, and a Paterson aldol reaction as key steps. The analog 4 was found to have strong actin-depolymerizing activity. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.046
• 作为产物：
  描述：

  (4R,5R,6R)-4-((R)-3,3-Dimethoxy-1-methyl-propyl)-2,2,5-trimethyl-6-((E)-propenyl)-[1,3]dioxane 在 4-甲基苯磺酸吡啶 作用下， 以 甲醇 为溶剂， 生成 (E)-(2S,3R)-2-((2R,3R)-5-Methoxy-3-methyl-tetrahydro-furan-2-yl)-hex-4-en-3-ol
  参考文献：
  名称：

  Synthesis and actin-depolymerizing activity of mycalolide analogs

  摘要：

  Mycalolide analog 4, consisting only of the side chain of mycalolide B (2), was stereoselectively synthesized and was found to have strong actin-depolymerizing activity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.05.078

文献信息

• Synthesis and biological activity of mycalolide analogs
  作者：Kiyotake Suenaga、Tomoyuki Kimura、Takeshi Kuroda、Keita Matsui、Saori Miya、Satomi Kuribayashi、Akira Sakakura、Hideo Kigoshi

  DOI：10.1016/j.tet.2006.06.046

  日期：2006.8

  Mycalolide analog 4, consisting only of the side chain of mycalolide B (2), a trisoxazole macrolide of marine origin, was stereoselectively synthesized using Roush crotylboration, an Evans aldol reaction, and a Paterson aldol reaction as key steps. The analog 4 was found to have strong actin-depolymerizing activity. (c) 2006 Elsevier Ltd. All rights reserved.
• Synthesis and actin-depolymerizing activity of mycalolide analogs
  作者：Kiyotake Suenaga、Saori Miya、Takeshi Kuroda、Tomohisa Handa、Kengo Kanematsu、Akira Sakakura、Hideo Kigoshi

  DOI：10.1016/j.tetlet.2004.05.078

  日期：2004.7

  Mycalolide analog 4, consisting only of the side chain of mycalolide B (2), was stereoselectively synthesized and was found to have strong actin-depolymerizing activity. (C) 2004 Elsevier Ltd. All rights reserved.