(R)-9-anthryl-tert-butylcarbinol | 216978-98-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: (R)-9-anthryl-tert-butylcarbinol
• 英文别名: (R)-1-(9-anthryl)-tert-butyl carbinol；(1R)-1-anthracen-9-yl-2,2-dimethylpropan-1-ol
• CAS: 216978-98-2
• 化学式: C₁₉H₂₀O
• 分子量: 264.367
• InChiKey: IOBSPCCFTXSJBJ-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (R)-9-anthryl-tert-butylcarbinol 在 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 生成 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：

  1-(9-anthryl)-2,2-dimethylpropanone 在 CBS catalyst 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 0.75h， 以50%的产率得到(R)-9-anthryl-tert-butylcarbinol
  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

文献信息

• Optically pure bulky (hetero)arylalkyl carbinols via kinetic resolution
  作者：Bin Hu、Meng Meng、John S. Fossey、Weimin Mo、Xinquan Hu、Wei-Ping Deng

  DOI：10.1039/c1cc14591f

  日期：——

  Planar chiral nucleophilic catalyst Fc-PIP was employed in the kinetic resolution of bulky (hetero)arylalkyl carbinols delivering unreacted alcohols with extremely high enantiomeric excess (>99.0% ees) in ideal conversions ranging from 50.4-56.7%.

  平面手性亲核催化剂Fc-PIP用于动力学拆分庞大的（杂）芳基烷基甲醇，以对映体过量（> 99.0％ee）的未反应醇形式进行理想的转化，转化率为50.4-56.7％。