N-Benzhydryl-N-{4-[(S)-((2R,4S,5R)-5-ethyl-1-aza-bicyclo[2.2.2]oct-2-yl)-hydroxy-methyl]-quinolin-6-yl}-benzamide | 372965-96-3

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 金鸡纳生物碱
• 英文名称: N-Benzhydryl-N-{4-[(S)-((2R,4S,5R)-5-ethyl-1-aza-bicyclo[2.2.2]oct-2-yl)-hydroxy-methyl]-quinolin-6-yl}-benzamide
• CAS: 372965-96-3
• 化学式: C₃₉H₃₉N₃O₂
• 分子量: 581.758
• InChiKey: SVLXFHGURSNLNG-NKEZQGOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.83
• 重原子数：
  44.0
• 可旋转键数：
  8.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  56.67
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-((R)-1-Anthracen-9-yl-2,2-dimethyl-propoxy)-4-chloro-benzo[g]phthalazine 、 N-Benzhydryl-N-{4-[(S)-((2R,4S,5R)-5-ethyl-1-aza-bicyclo[2.2.2]oct-2-yl)-hydroxy-methyl]-quinolin-6-yl}-benzamide 在 potassium hydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 1.5h， 以83%的产率得到N-{4-[[4-(1-anthracen-9-yl-2,2-dimethyl-propoxy)-benzo[g]phthalazin-1-yloxy]-(5-ethyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl]-quinolin-6-yl}-N-benzhydryl-benzamide
  参考文献：
  名称：

  Highly Effective Transition Structure Designed Catalyst for the Enantio- and Position-Selective Dihydroxylation of Polyisoprenoids

  摘要：

  GRAPHICSThe chiral monocinchona derivative shown, synthesized in one step from two efficiently prepared chiral building blocks, was designed under mechanistic guidance as a catalyst for the enantio- and position-selective dihydroxylation of the terminal isopropylidene group of polylsoprenoids. Its efficacy as a synthetic reagent for this purpose was demonstrated for several different substrates.

  DOI：

  10.1021/ol016577i
• 作为产物：
  描述：

  在 吡啶 、 四丁基氟化铵 、 sodium cyanoborohydride 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 8.5h， 生成 N-Benzhydryl-N-{4-[(S)-((2R,4S,5R)-5-ethyl-1-aza-bicyclo[2.2.2]oct-2-yl)-hydroxy-methyl]-quinolin-6-yl}-benzamide
  参考文献：
  名称：

  Highly Effective Transition Structure Designed Catalyst for the Enantio- and Position-Selective Dihydroxylation of Polyisoprenoids

  摘要：

  GRAPHICSThe chiral monocinchona derivative shown, synthesized in one step from two efficiently prepared chiral building blocks, was designed under mechanistic guidance as a catalyst for the enantio- and position-selective dihydroxylation of the terminal isopropylidene group of polylsoprenoids. Its efficacy as a synthetic reagent for this purpose was demonstrated for several different substrates.

  DOI：

  10.1021/ol016577i