Trifluoro-methanesulfonic acid 4-[(S)-((2R,4S,5R)-5-ethyl-1-aza-bicyclo[2.2.2]oct-2-yl)-triisopropylsilanyloxy-methyl]-quinolin-6-yl ester | 372965-97-4

• 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: Trifluoro-methanesulfonic acid 4-[(S)-((2R,4S,5R)-5-ethyl-1-aza-bicyclo[2.2.2]oct-2-yl)-triisopropylsilanyloxy-methyl]-quinolin-6-yl ester
• CAS: 372965-97-4
• 化学式: C₂₉H₄₃F₃N₂O₄SSi
• 分子量: 600.818
• InChiKey: YOROGSXYQHQAQF-VPCISXJNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.82
• 重原子数：
  40.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  68.73
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  Trifluoro-methanesulfonic acid 4-[(S)-((2R,4S,5R)-5-ethyl-1-aza-bicyclo[2.2.2]oct-2-yl)-triisopropylsilanyloxy-methyl]-quinolin-6-yl ester 在 palladium diacetate sodium cyanoborohydride 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 反应 28.5h， 生成 Benzhydryl-{4-[(S)-((2R,4S,5R)-5-ethyl-1-aza-bicyclo[2.2.2]oct-2-yl)-triisopropylsilanyloxy-methyl]-quinolin-6-yl}-amine
  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：

  dihydrocupreidine 在 2,4,6-三甲基吡啶 、 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 27.0h， 生成 Trifluoro-methanesulfonic acid 4-[(S)-((2R,4S,5R)-5-ethyl-1-aza-bicyclo[2.2.2]oct-2-yl)-triisopropylsilanyloxy-methyl]-quinolin-6-yl ester
  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