[(2R)-1-[tert-butyl(diphenyl)silyl]oxy-3-[(3R)-3-dodecanoyloxydecoxy]propan-2-yl] tetradecanoate | 872210-19-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: [(2R)-1-[tert-butyl(diphenyl)silyl]oxy-3-[(3R)-3-dodecanoyloxydecoxy]propan-2-yl] tetradecanoate
• CAS: 872210-19-0
• 化学式: C₅₅H₉₄O₆Si
• 分子量: 879.433
• InChiKey: ZDVUFHVFIQQAAT-CDKYPKJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.78
• 重原子数：
  62.0
• 可旋转键数：
  40.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  71.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  [(2R)-1-[tert-butyl(diphenyl)silyl]oxy-3-[(3R)-3-dodecanoyloxydecoxy]propan-2-yl] tetradecanoate 在 氢氟酸 作用下， 以 乙腈 为溶剂， 以70%的产率得到[(2S)-1-[(3R)-3-dodecanoyloxydecoxy]-3-hydroxypropan-2-yl] tetradecanoate
  参考文献：
  名称：

  Toll-like receptor 2 antagonists. Part 1: Preliminary SAR investigation of novel synthetic phospholipids

  摘要：

  Novel synthetic phospholipid compound I was discovered to be an antagonist of human toll-like receptor 2 (TLR2) signaling. In a preliminary SAR campaign we synthesized several analogues of 1 and found that considerable structural changes could be made without loss of TLR2 antagonistic activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.080
• 作为产物：
  描述：

  [(3R)-1-[(2R)-3-[tert-butyl(diphenyl)silyl]oxy-2-hydroxypropoxy]decan-3-yl] dodecanoate 、 肉豆蔻酰氯 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以38%的产率得到[(2R)-1-[tert-butyl(diphenyl)silyl]oxy-3-[(3R)-3-dodecanoyloxydecoxy]propan-2-yl] tetradecanoate
  参考文献：
  名称：

  Toll-like receptor 2 antagonists. Part 1: Preliminary SAR investigation of novel synthetic phospholipids

  摘要：

  Novel synthetic phospholipid compound I was discovered to be an antagonist of human toll-like receptor 2 (TLR2) signaling. In a preliminary SAR campaign we synthesized several analogues of 1 and found that considerable structural changes could be made without loss of TLR2 antagonistic activity. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.080