(2R,4S,6R,8S,10S)-8-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-hydroxymethyl-4-methyl-1,7-dioxa-spiro[5.5]undecane-4,10-diol | 470664-49-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,4S,6R,8S,10S)-8-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-hydroxymethyl-4-methyl-1,7-dioxa-spiro[5.5]undecane-4,10-diol
• CAS: 470664-49-4
• 化学式: C₂₉H₄₂O₆Si
• 分子量: 514.734
• InChiKey: XANZKPDMVGEENA-LLDYCXCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.11
• 重原子数：
  36.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  88.38
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2R,4S,6R,8S,10S)-8-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-hydroxymethyl-4-methyl-1,7-dioxa-spiro[5.5]undecane-4,10-diol 在 吡啶 、 咪唑 、 4-二甲氨基吡啶 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and biological evaluation of a spongistatin AB-spiroketal analogue

  摘要：

  The synthesis of a simplified analogue of the potent, cytotoxic tubulin-depolymerizing agent spongistatin 1, based on the AB spiroketal framework, is presented. The new structural analogue is an extension of a recently described spongistatin congener reported to disrupt microtubules in breast cancer cells in vitro and to alter the microtubule assembly reaction. Cytotoxicity data on the new structural analogue, as well as the parent congener, are reported. We found no significant cytotoxic or antitubulin activity with either compound. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00305-0
• 作为产物：
  描述：

  (2S,4S)-6-(tert-Butyl-diphenyl-silanyloxy)-1-[2-((2S,4R)-2,4,5-trihydroxy-2-methyl-pentyl)-[1,3]dithian-2-yl]-hexane-2,4-diol 在 2,6-二甲基吡啶 、 高氯酸亚汞 、 高氯酸 作用下， 以 水 、 乙腈 、 二氯甲烷 为溶剂， 以72%的产率得到(2R,4S,6R,8S,10S)-8-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2-hydroxymethyl-4-methyl-1,7-dioxa-spiro[5.5]undecane-4,10-diol
  参考文献：
  名称：

  Synthesis and biological evaluation of a spongistatin AB-spiroketal analogue

  摘要：

  The synthesis of a simplified analogue of the potent, cytotoxic tubulin-depolymerizing agent spongistatin 1, based on the AB spiroketal framework, is presented. The new structural analogue is an extension of a recently described spongistatin congener reported to disrupt microtubules in breast cancer cells in vitro and to alter the microtubule assembly reaction. Cytotoxicity data on the new structural analogue, as well as the parent congener, are reported. We found no significant cytotoxic or antitubulin activity with either compound. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00305-0