Acetic acid (1R,2S,3R,6S,7S,9S,10R)-9,11-bis-(tert-butyl-diphenyl-silanyloxy)-3-(3,4-dimethoxy-benzyloxymethoxy)-1-((R)-3-hydroxy-1-methyl-propyl)-7-methoxy-2,6,10-trimethyl-undecyl ester | 740836-14-0

• 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: Acetic acid (1R,2S,3R,6S,7S,9S,10R)-9,11-bis-(tert-butyl-diphenyl-silanyloxy)-3-(3,4-dimethoxy-benzyloxymethoxy)-1-((R)-3-hydroxy-1-methyl-propyl)-7-methoxy-2,6,10-trimethyl-undecyl ester
• 英文别名: [(3R,4R,5S,6R,9S,10S,12S,13R)-12,14-bis[[tert-butyl(diphenyl)silyl]oxy]-6-[(3,4-dimethoxyphenyl)methoxymethoxy]-1-hydroxy-10-methoxy-3,5,9,13-tetramethyltetradecan-4-yl] acetate
• CAS: 740836-14-0
• 化学式: C₆₃H₉₀O₁₀Si₂
• 分子量: 1063.57
• InChiKey: WMXKPUAQDJXGNY-LTFBRAIMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.13
• 重原子数：
  75
• 可旋转键数：
  33
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Acetic acid (1R,2S,3R,6S,7S,9S,10R)-9,11-bis-(tert-butyl-diphenyl-silanyloxy)-3-(3,4-dimethoxy-benzyloxymethoxy)-1-((R)-3-hydroxy-1-methyl-propyl)-7-methoxy-2,6,10-trimethyl-undecyl ester 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以91%的产率得到Acetic acid (1R,2S,3R,6S,7S,9S,10R)-9,11-bis-(tert-butyl-diphenyl-silanyloxy)-3-(3,4-dimethoxy-benzyloxymethoxy)-7-methoxy-2,6,10-trimethyl-1-((R)-1-methyl-3-oxo-propyl)-undecyl ester
  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：

  Acetic acid (1R,2S,3R,6S,7S,9S,10R)-9,11-bis-(tert-butyl-diphenyl-silanyloxy)-3-(3,4-dimethoxy-benzyloxymethoxy)-7-methoxy-2,6,10-trimethyl-1-((R)-1-methyl-3-trityloxy-propyl)-undecyl ester 在 甲酸 作用下， 以 乙醚 为溶剂， 反应 0.25h， 以77%的产率得到Acetic acid (1R,2S,3R,6S,7S,9S,10R)-9,11-bis-(tert-butyl-diphenyl-silanyloxy)-3-(3,4-dimethoxy-benzyloxymethoxy)-1-((R)-3-hydroxy-1-methyl-propyl)-7-methoxy-2,6,10-trimethyl-undecyl ester
  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.