(3R,4R,5R,6R,9S,10S,12S,13R)-12,14-bis[[tert-butyl(diphenyl)silyl]oxy]-6-[(3,4-dimethoxyphenyl)methoxymethoxy]-10-methoxy-3,5,9,13-tetramethyltetradecane-1,4-diol | 740836-13-9

• 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: (3R,4R,5R,6R,9S,10S,12S,13R)-12,14-bis[[tert-butyl(diphenyl)silyl]oxy]-6-[(3,4-dimethoxyphenyl)methoxymethoxy]-10-methoxy-3,5,9,13-tetramethyltetradecane-1,4-diol
• CAS: 740836-13-9
• 化学式: C₆₁H₈₈O₉Si₂
• 分子量: 1021.54
• InChiKey: RGZBCTHQFQXRNH-XTTCRRQYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.56
• 重原子数：
  72
• 可旋转键数：
  31
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  三苯基氯甲烷 、 (3R,4R,5R,6R,9S,10S,12S,13R)-12,14-bis[[tert-butyl(diphenyl)silyl]oxy]-6-[(3,4-dimethoxyphenyl)methoxymethoxy]-10-methoxy-3,5,9,13-tetramethyltetradecane-1,4-diol 在 吡啶 作用下， 反应 12.0h， 以95%的产率得到(3R,4R,5R,6R,9S,10S,12S,13R)-12,14-Bis-(tert-butyl-diphenyl-silanyloxy)-6-(3,4-dimethoxy-benzyloxymethoxy)-10-methoxy-3,5,9,13-tetramethyl-1-trityloxy-tetradecan-4-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 palladium on activated charcoal 咪唑 、 盐酸 、 sodium tetrahydroborate 、 disodium hydrogenphosphate 、 sodium amalgam 、 锂硼氢 、 正丁基锂 、 乙醇 、 三丁基膦 、 四丁基氟化铵 、 氨 、 氢气 、 sodium hydride 、 碳酸氢钠 、 calcium 、 N,N-二异丙基乙胺 、 间氯过氧苯甲酸 、 异丙醇 作用下， 以 四氢呋喃 、 甲醇 、 乙二醇二甲醚 、 乙醇 、 正己烷 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 68.33h， 生成 (3R,4R,5R,6R,9S,10S,12S,13R)-12,14-bis[[tert-butyl(diphenyl)silyl]oxy]-6-[(3,4-dimethoxyphenyl)methoxymethoxy]-10-methoxy-3,5,9,13-tetramethyltetradecane-1,4-diol
  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

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.