(2E,4E,6E)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-octa-2,4,6-trien-1-ol | 709027-24-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2E,4E,6E)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-octa-2,4,6-trien-1-ol
• CAS: 709027-24-7
• 化学式: C₁₆H₃₀O₂Si
• 分子量: 282.498
• InChiKey: FUAQUXXGKJMJBZ-XSFSYSQBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.45
• 重原子数：
  19.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (2E,4E,6E)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-octa-2,4,6-trien-1-ol 在 manganese(IV) oxide 、 sodium carbonate 作用下， 以30%的产率得到(2E,4E,6E)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-octa-2,4,6-trienal
  参考文献：
  名称：

  Didehydrofarnesyl diphosphate: an intrinsically fluorescent inhibitor of protein farnesyltransferase

  摘要：

  Didehydrofarnesyl diphosphate (DeltaDeltaFPP), a fluorescent pentaene analogue of farnesyl diphosphate (FPP), was synthesized using stereoselective Wittig reactions. Although DeltaDeltaFPP was not an alternative substrate for yeast protein farnesyltransferase (FTase), the fluorescent analogue was a potent competitive inhibitor with a K-i value of 8.8 muM (K-m (FPP) = 27 muM). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.077
• 作为产物：
  描述：

  3-甲酰基-2-丁烯酸乙酯 在 咪唑 、 lithium aluminium tetrahydride 、 正丁基锂 、 4-甲基苯磺酸吡啶 、 对甲苯磺酸 作用下， 以 乙醚 、 丙酮 为溶剂， 生成 (2E,4E,6E)-8-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-octa-2,4,6-trien-1-ol
  参考文献：
  名称：

  Didehydrofarnesyl diphosphate: an intrinsically fluorescent inhibitor of protein farnesyltransferase

  摘要：

  Didehydrofarnesyl diphosphate (DeltaDeltaFPP), a fluorescent pentaene analogue of farnesyl diphosphate (FPP), was synthesized using stereoselective Wittig reactions. Although DeltaDeltaFPP was not an alternative substrate for yeast protein farnesyltransferase (FTase), the fluorescent analogue was a potent competitive inhibitor with a K-i value of 8.8 muM (K-m (FPP) = 27 muM). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.077