(1R,5S,6R,7R,8R,9R)-6,8,9-Tris-benzyloxy-3-methyl-2,4-dioxa-bicyclo[3.3.1]nonan-7-ol | 129952-32-5

• 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: (1R,5S,6R,7R,8R,9R)-6,8,9-Tris-benzyloxy-3-methyl-2,4-dioxa-bicyclo[3.3.1]nonan-7-ol
• CAS: 129952-32-5
• 化学式: C₂₉H₃₂O₆
• 分子量: 476.569
• InChiKey: WRCIZXHIAIPFJA-WQIBBRLTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.25
• 重原子数：
  35.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  66.38
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (1R,5S,6R,7R,8R,9R)-6,8,9-Tris-benzyloxy-3-methyl-2,4-dioxa-bicyclo[3.3.1]nonan-7-ol 、 Dibenzyl<<(trifluoromethanesulfonyl)oxy>methyl>phosphonate 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成
  参考文献：
  名称：

  Synthesis and screening of novel inositol phosphonate derivatives for anticancer functions in vitro

  摘要：

  Phosphonates have been frequently used as suitable isosteric and isoelectronic replacements for biologically important phosphates in the development of drugs or drug candidates because of their stability toward the action of phosphatases and other enzymes. In this paper, 12 mono-phosphonate inositol compounds were prepared with phosphonate instead of phosphate by two kinds of strategies, nucleophilic substitution and Arbuzov rearrangement, respectively. All compounds were evaluated in vitro for their activity against non-small cell lung cancer (NSCLC) cell line A549. Two compounds (3ac and 3bb) exhibited good antitumor activity at 10 mu g/mL. 2014 Wen-Bin Chen and Zhen Xi. Published by Elsevier B.V. on behalf of Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. All rights reserved.

  DOI：

  10.1016/j.cclet.2014.11.008
• 作为产物：
  描述：

  三甲基铝 、 AC1MOXS7 以86%的产率得到(1R,5S,6R,7R,8R,9R)-6,8,9-Tris-benzyloxy-3-methyl-2,4-dioxa-bicyclo[3.3.1]nonan-7-ol
  参考文献：
  名称：

  受保护的合成肌-inositols

  摘要：

  据报道，肌醇单原甲酸酯的区域选择性裂解（2）和乙缩醛的重排（5）。

  DOI：

  10.1016/0040-4039(90)80145-c