5-hexyloxy-N-pyridin-2-yl-isophthalamic acid | 482620-74-6

• 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: 5-hexyloxy-N-pyridin-2-yl-isophthalamic acid
• 英文别名: 3-Hexoxy-5-(pyridin-2-ylcarbamoyl)benzoic acid
• CAS: 482620-74-6
• 化学式: C₁₉H₂₂N₂O₄
• 分子量: 342.395
• InChiKey: VZDNVPZVVOZQTR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  88.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (R)-(+)-1-(2-萘基)乙胺 、 5-hexyloxy-N-pyridin-2-yl-isophthalamic acid 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 以68%的产率得到5-hexoxy-3-N-[(1R)-1-naphthalen-2-ylethyl]-1-N-pyridin-2-ylbenzene-1,3-dicarboxamide
  参考文献：
  名称：

  Studies on the Enantioselective Catalysis of Photochemically Promoted Transformations:  “Sensitizing Receptors” as Chiral Catalysts

  摘要：

  A strategy for the enantioselective catalysis of photomediated reactions in solution is described, involving the use of chiral molecular receptors possessing appendant triplet-sensitizing moieties. Energy transfer is selectively directed to bound substrate as a consequence of the distance dependence of triplet-triplet energy transfer. This effect, which is equivalent to a binding-induced rate enhancement, enables substoichiometric chirality transfer from the receptor template to the substrate, as observed in the intramolecular enone-olefin photo[2 + 2]cycloaddition of a quinolone substrate.

  DOI：

  10.1021/jo020630e
• 作为产物：
  描述：

  methyl 5-hexyloxy-N-pyridin-2-yl-isophthalamate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 14.0h， 以90%的产率得到5-hexyloxy-N-pyridin-2-yl-isophthalamic acid
  参考文献：
  名称：

  Studies on the Enantioselective Catalysis of Photochemically Promoted Transformations:  “Sensitizing Receptors” as Chiral Catalysts

  摘要：

  A strategy for the enantioselective catalysis of photomediated reactions in solution is described, involving the use of chiral molecular receptors possessing appendant triplet-sensitizing moieties. Energy transfer is selectively directed to bound substrate as a consequence of the distance dependence of triplet-triplet energy transfer. This effect, which is equivalent to a binding-induced rate enhancement, enables substoichiometric chirality transfer from the receptor template to the substrate, as observed in the intramolecular enone-olefin photo[2 + 2]cycloaddition of a quinolone substrate.

  DOI：

  10.1021/jo020630e

文献信息

• Studies on the Enantioselective Catalysis of Photochemically Promoted Transformations:  “Sensitizing Receptors” as Chiral Catalysts
  作者：David F. Cauble、Vincent Lynch、Michael J. Krische

  DOI：10.1021/jo020630e

  日期：2003.1.1

  A strategy for the enantioselective catalysis of photomediated reactions in solution is described, involving the use of chiral molecular receptors possessing appendant triplet-sensitizing moieties. Energy transfer is selectively directed to bound substrate as a consequence of the distance dependence of triplet-triplet energy transfer. This effect, which is equivalent to a binding-induced rate enhancement, enables substoichiometric chirality transfer from the receptor template to the substrate, as observed in the intramolecular enone-olefin photo[2 + 2]cycloaddition of a quinolone substrate.