2-(((3R,4R,5S)-3-((4-methoxybenzoyl)oxy)-2-(2,2,2-trichloro-1-iminoethoxy)-5-((triethylsilyl)oxy)tetrahydro-2H-pyran-4-yl)oxy)ethyl 4-methoxybenzoate | 931421-62-4

• 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: 2-(((3R,4R,5S)-3-((4-methoxybenzoyl)oxy)-2-(2,2,2-trichloro-1-iminoethoxy)-5-((triethylsilyl)oxy)tetrahydro-2H-pyran-4-yl)oxy)ethyl 4-methoxybenzoate
• CAS: 931421-62-4
• 化学式: C₃₁H₄₀Cl₃NO₁₀Si
• 分子量: 721.104
• InChiKey: FIDHWHSHECYDEZ-QUQHZKFTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.58
• 重原子数：
  46.0
• 可旋转键数：
  15.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  131.83
• 氢给体数：
  1.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  2-(((3R,4R,5S)-3-((4-methoxybenzoyl)oxy)-2-(2,2,2-trichloro-1-iminoethoxy)-5-((triethylsilyl)oxy)tetrahydro-2H-pyran-4-yl)oxy)ethyl 4-methoxybenzoate 在 三氟甲磺酸三甲基硅酯 、 氟化氢吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 2-[(2S,3R,4S,5S)-2-[[(3S,8R,9S,10R,13S,14S,16S,17S)-17-[(2S)-1-dodecoxy-1-oxopropan-2-yl]-3,17-dihydroxy-10,13-dimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-16-yl]oxy]-5-hydroxy-3-(4-methoxybenzoyl)oxyoxan-4-yl]oxyethyl 4-methoxybenzoate
  参考文献：
  名称：

  Synthesis of OSW saponin analogs with modified sugar residues and their antiproliferative activities

  摘要：

  Eight monosaccharide analogs of the potent antitumor OSW saponins (2-9) were synthesized. One analog, 2-O-acetyl-aL-arabinopyranoside 3, showed antiproliferative activity against the Jurkat cells (IC50 = 0.078 mu M) comparable to that of the disaccharide derivative (1). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.032
• 作为产物：
  描述：

  在 吡啶 、 水 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 生成 2-(((3R,4R,5S)-3-((4-methoxybenzoyl)oxy)-2-(2,2,2-trichloro-1-iminoethoxy)-5-((triethylsilyl)oxy)tetrahydro-2H-pyran-4-yl)oxy)ethyl 4-methoxybenzoate
  参考文献：
  名称：

  Synthesis of OSW saponin analogs with modified sugar residues and their antiproliferative activities

  摘要：

  Eight monosaccharide analogs of the potent antitumor OSW saponins (2-9) were synthesized. One analog, 2-O-acetyl-aL-arabinopyranoside 3, showed antiproliferative activity against the Jurkat cells (IC50 = 0.078 mu M) comparable to that of the disaccharide derivative (1). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.11.032