(R)-2-hydroxy-2-(1-naphthyl)ethyl tosylate | 16726-92-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-2-hydroxy-2-(1-naphthyl)ethyl tosylate
• 英文别名: [(2R)-2-hydroxy-2-naphthalen-1-ylethyl] 4-methylbenzenesulfonate
• CAS: 16726-92-4
• 化学式: C₁₉H₁₈O₄S
• 分子量: 342.416
• InChiKey: NNQHZHAXHUPVOQ-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  72
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  四氢吡咯 、 (R)-2-hydroxy-2-(1-naphthyl)ethyl tosylate 反应 14.0h， 以70%的产率得到2-(1-pyrrolidinyl)-1-(1-naphthyl)ethanol
  参考文献：
  名称：

  A new class of chiral modifiers for the enantioselective hydrogenation of α-ketoesters with

  摘要：

  A series of enantiomerically pure chiral amino alcohols have been synthesized and applied as modifiers in the enantioselective hydrogenation of ethyl pyruvate over supported Pt catalysts. Their use enabled an enantiomeric excess of up to 75 %. A molecular modelling study of the modifiers and reactant on a Pt (111) surface provides a possible explanation for the observed enantiodifferentiation.

  DOI：

  10.1016/0957-4166(95)00034-m
• 作为产物：
  描述：

  对甲苯磺酰氯 、 (R)-1-(naphthalen-1-yl)ethane-1,2-diol 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以70%的产率得到(R)-2-hydroxy-2-(1-naphthyl)ethyl tosylate
  参考文献：
  名称：

  A new class of chiral modifiers for the enantioselective hydrogenation of α-ketoesters with

  摘要：

  A series of enantiomerically pure chiral amino alcohols have been synthesized and applied as modifiers in the enantioselective hydrogenation of ethyl pyruvate over supported Pt catalysts. Their use enabled an enantiomeric excess of up to 75 %. A molecular modelling study of the modifiers and reactant on a Pt (111) surface provides a possible explanation for the observed enantiodifferentiation.

  DOI：

  10.1016/0957-4166(95)00034-m

文献信息

• A new class of chiral modifiers for the enantioselective hydrogenation of α-ketoesters with
  作者：Keith E Simons、Guozhi Wang、Thomas Heinz、Thomas Giger、Tamas Mallat、Andreas Pfaltz、Alfons Baiker

  DOI：10.1016/0957-4166(95)00034-m

  日期：1995.2

  A series of enantiomerically pure chiral amino alcohols have been synthesized and applied as modifiers in the enantioselective hydrogenation of ethyl pyruvate over supported Pt catalysts. Their use enabled an enantiomeric excess of up to 75 %. A molecular modelling study of the modifiers and reactant on a Pt (111) surface provides a possible explanation for the observed enantiodifferentiation.