tert-butyl-[(E,2R,3S,5S,6S,9R,10S)-3-[tert-butyl(dimethyl)silyl]oxy-5-methoxy-10-[(2R,3R)-5-methoxy-3-methyloxolan-2-yl]-2,6-dimethyl-9-phenylmethoxyundec-7-enoxy]-dimethylsilane | 740836-11-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: tert-butyl-[(E,2R,3S,5S,6S,9R,10S)-3-[tert-butyl(dimethyl)silyl]oxy-5-methoxy-10-[(2R,3R)-5-methoxy-3-methyloxolan-2-yl]-2,6-dimethyl-9-phenylmethoxyundec-7-enoxy]-dimethylsilane
• CAS: 740836-11-7
• 化学式: C₃₉H₇₂O₆Si₂
• 分子量: 693.168
• InChiKey: VYXMFHOJPXQXHI-IBPSXBRGSA-N

物化性质

• 沸点：
  635.7±55.0 °C(Predicted)
• 密度：
  0.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.25
• 重原子数：
  47
• 可旋转键数：
  20
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  tert-butyl-[(E,2R,3S,5S,6S,9R,10S)-3-[tert-butyl(dimethyl)silyl]oxy-5-methoxy-10-[(2R,3R)-5-methoxy-3-methyloxolan-2-yl]-2,6-dimethyl-9-phenylmethoxyundec-7-enoxy]-dimethylsilane 在 palladium on activated charcoal 氨 、 氢气 、 碳酸氢钠 、 calcium 、 异丙醇 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 19.5h， 生成 (2S,3R,6S,7S,9S,10R)-9,11-Bis-(tert-butyl-dimethyl-silanyloxy)-7-methoxy-2-((2R,3R)-5-methoxy-3-methyl-tetrahydro-furan-2-yl)-6,10-dimethyl-undecan-3-ol
  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)-4-benzyl-3-[(2R,3S,5S,6R)-5,7-bis[[tert-butyl(dimethyl)silyl]oxy]-3-hydroxy-2,6-dimethylheptanoyl]-1,3-oxazolidin-2-one 在 锂硼氢 、 正丁基锂 、 乙醇 、 三丁基膦 、 sodium hydride 、 碳酸氢钠 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 tert-butyl-[(E,2R,3S,5S,6S,9R,10S)-3-[tert-butyl(dimethyl)silyl]oxy-5-methoxy-10-[(2R,3R)-5-methoxy-3-methyloxolan-2-yl]-2,6-dimethyl-9-phenylmethoxyundec-7-enoxy]-dimethylsilane
  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 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.
• 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.