(Z,2R,6S,7R,8R,9S)-2,6-bis[[tert-butyl(dimethyl)silyl]oxy]-11-[tert-butyl(diphenyl)silyl]oxy-7-[(4-methoxyphenyl)methoxy]-8,9-dimethylundec-4-en-1-ol | 1195988-23-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z,2R,6S,7R,8R,9S)-2,6-bis[[tert-butyl(dimethyl)silyl]oxy]-11-[tert-butyl(diphenyl)silyl]oxy-7-[(4-methoxyphenyl)methoxy]-8,9-dimethylundec-4-en-1-ol
• CAS: 1195988-23-8
• 化学式: C₄₉H₈₀O₆Si₃
• 分子量: 849.427
• InChiKey: DKYLPTVJEKJFEK-ARCHJNRWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.54
• 重原子数：
  58
• 可旋转键数：
  24
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (Z,2R,6S,7R,8R,9S)-2,6-bis[[tert-butyl(dimethyl)silyl]oxy]-11-[tert-butyl(diphenyl)silyl]oxy-7-[(4-methoxyphenyl)methoxy]-8,9-dimethylundec-4-en-1-ol 在 1-hydroxy-1,2-dihydro-3H-1λ3-benziodol-3-one 1-oxide 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 以91%的产率得到
  参考文献：
  名称：

  Toward the Total Synthesis of Goniodomin A, An Actin-Targeting Marine Polyether Macrolide: Convergent Synthesis of the C15−C36 Segment

  摘要：

  Stereoselective convergent synthesis of the C15-C36 segment of goniodomin A, an actin-targeting marine polyether macrolide natural product, has been achieved. The present synthesis features palladium(0)-catalyzed, copper(I)-mediated Liebeskind-Srogl cross-coupling as the fragment assembly process.

  DOI：

  10.1021/ol902217q
• 作为产物：
  描述：

  (2R,6S,7R,8R,9S,Z)-11-((tert-butyldiphenylsilyl)oxy)-7-((4-methoxybenzyl)oxy)-8,9-dimethyl-1-(trityloxy)undec-4-ene-2,6-diol 在 2,6-二甲基吡啶 、 甲醇 、 zinc dibromide 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 (Z,2R,6S,7R,8R,9S)-2,6-bis[[tert-butyl(dimethyl)silyl]oxy]-11-[tert-butyl(diphenyl)silyl]oxy-7-[(4-methoxyphenyl)methoxy]-8,9-dimethylundec-4-en-1-ol
  参考文献：
  名称：

  Synthetic studies on goniodomin A: convergent assembly of the C15–C36 segment via palladium-catalyzed organostannane–thioester coupling

  摘要：

  A stereocontrolled convergent synthesis of the C15-C36 segment of goniodomin A, a potent anti-angiogenic marine polyether macrolide, has been achieved using Stille-type cross-coupling reaction of a vinylstannane and a thioester as a key segment assembly process. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.017

文献信息

• Toward the Total Synthesis of Goniodomin A, An Actin-Targeting Marine Polyether Macrolide: Convergent Synthesis of the C15−C36 Segment
  作者：Tomoyuki Saito、Haruhiko Fuwa、Makoto Sasaki

  DOI：10.1021/ol902217q

  日期：2009.11.19

  Stereoselective convergent synthesis of the C15-C36 segment of goniodomin A, an actin-targeting marine polyether macrolide natural product, has been achieved. The present synthesis features palladium(0)-catalyzed, copper(I)-mediated Liebeskind-Srogl cross-coupling as the fragment assembly process.
• Synthetic studies on goniodomin A: convergent assembly of the C15–C36 segment via palladium-catalyzed organostannane–thioester coupling
  作者：Tomoyuki Saito、Haruhiko Fuwa、Makoto Sasaki

  DOI：10.1016/j.tet.2010.11.017

  日期：2011.1

  A stereocontrolled convergent synthesis of the C15-C36 segment of goniodomin A, a potent anti-angiogenic marine polyether macrolide, has been achieved using Stille-type cross-coupling reaction of a vinylstannane and a thioester as a key segment assembly process. (C) 2010 Elsevier Ltd. All rights reserved.