(R)-1-((2R,5R)-5-((R)-1-((tert-butyldimethylsilyl)oxy)tridecyl)tetrahydrofuran-2-yl)-13-(1-methyl-1H-pyrazol-5-yl)trideca-2,12-diyn-1-ol | 1021346-10-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (R)-1-((2R,5R)-5-((R)-1-((tert-butyldimethylsilyl)oxy)tridecyl)tetrahydrofuran-2-yl)-13-(1-methyl-1H-pyrazol-5-yl)trideca-2,12-diyn-1-ol
• CAS: 1021346-10-0
• 化学式: C₄₀H₇₀N₂O₃Si
• 分子量: 655.093
• InChiKey: KOAWYPVUEATWGF-WRCAVZGJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.51
• 重原子数：
  46.0
• 可旋转键数：
  22.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  56.51
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (R)-1-((2R,5R)-5-((R)-1-((tert-butyldimethylsilyl)oxy)tridecyl)tetrahydrofuran-2-yl)-13-(1-methyl-1H-pyrazol-5-yl)trideca-2,12-diyn-1-ol 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 20.0 ℃ 、303.99 kPa 条件下， 以82%的产率得到(1R)-1-[(2R,5R)-5-[(1R)-1-[tert-butyl(dimethyl)silyl]oxytridecyl]oxolan-2-yl]-13-(2-methylpyrazol-3-yl)tridecan-1-ol
  参考文献：
  名称：

  Synthesis of hybrid acetogenins, α,β-unsaturated-γ-lactone-free nitrogen-containing heterocyclic analogues, and their cytotoxicity against human cancer cell lines

  摘要：

  A series of alpha,beta-unsaturated-gamma-lactone-free nitrogen-containing heterocyclic analogues of solamin, a natural mono-THF acetogenin, have been synthesized and their cytotoxicity was investigated against 39 tumor cell lines. One of them, 1-methylpyrazol-5-yl derivative, showed selective increase of cytotoxicity against NCI-H23 with 80 times higher potency than solamin. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.057
• 作为产物：
  描述：

  (1R)-1-[(2R,5R)-5-[(1R)-1-[tert-butyl(dimethyl)silyl]oxytridecyl]oxolan-2-yl]trideca-2,12-diyn-1-ol 、 5-碘-1-甲基-1H-吡唑 在 四(三苯基膦)钯 copper(l) iodide 作用下， 以93%的产率得到(R)-1-((2R,5R)-5-((R)-1-((tert-butyldimethylsilyl)oxy)tridecyl)tetrahydrofuran-2-yl)-13-(1-methyl-1H-pyrazol-5-yl)trideca-2,12-diyn-1-ol
  参考文献：
  名称：

  Synthesis of hybrid acetogenins, α,β-unsaturated-γ-lactone-free nitrogen-containing heterocyclic analogues, and their cytotoxicity against human cancer cell lines

  摘要：

  A series of alpha,beta-unsaturated-gamma-lactone-free nitrogen-containing heterocyclic analogues of solamin, a natural mono-THF acetogenin, have been synthesized and their cytotoxicity was investigated against 39 tumor cell lines. One of them, 1-methylpyrazol-5-yl derivative, showed selective increase of cytotoxicity against NCI-H23 with 80 times higher potency than solamin. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.057