(S)-2-hydroxy-2'-(3-(1H-indole-2-carboxamido)-benzyl)-1,1'-binaphthyl-3-carboxaldehyde

• 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: (S)-2-hydroxy-2'-(3-(1H-indole-2-carboxamido)-benzyl)-1,1'-binaphthyl-3-carboxaldehyde
• 英文别名: N-[3-[[1-(3-formyl-2-hydroxynaphthalen-1-yl)naphthalen-2-yl]oxymethyl]phenyl]-1H-indole-2-carboxamide
• 化学式: C₃₇H₂₆N₂O₄
• 分子量: 562.624
• InChiKey: SAXXXYHHCAYMIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  43
• 可旋转键数：
  7
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  91.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  DL-氨基丙醇 、 (S)-2-hydroxy-2'-(3-(1H-indole-2-carboxamido)-benzyl)-1,1'-binaphthyl-3-carboxaldehyde 以 氘代氯仿 为溶剂， 生成
  参考文献：
  名称：

  Enantioselective recognition of 1,2-aminoalcohols by the binol receptor dangled with pyrrole-2-carboxamide and its analogues

  摘要：

  Novel binol receptor with pyrrole-2-carboxamide moiety and its analogues have been designed, synthesized, and used to enantioselectively recognize 1,2-aminoalcohols via multiple hydrogen bonding. The pyrrole-based binol receptor showed the highest enantioselectivity among the four receptors as determined by the H-1 NMR. The DFT calculation strongly supports complementary hydrogen bonding between alcoholic -OH and Pyrrolyl groups. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.022
• 作为产物：
  描述：

  (S)-2-methoxymethoxy-2'-(3-(1H-indole-2-carboxamido)-benzyl)-1,1'-binaphthyl-3-carboxaldehyde 在 盐酸 、 水 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以98%的产率得到(S)-2-hydroxy-2'-(3-(1H-indole-2-carboxamido)-benzyl)-1,1'-binaphthyl-3-carboxaldehyde
  参考文献：
  名称：

  Enantioselective recognition of 1,2-aminoalcohols by the binol receptor dangled with pyrrole-2-carboxamide and its analogues

  摘要：

  Novel binol receptor with pyrrole-2-carboxamide moiety and its analogues have been designed, synthesized, and used to enantioselectively recognize 1,2-aminoalcohols via multiple hydrogen bonding. The pyrrole-based binol receptor showed the highest enantioselectivity among the four receptors as determined by the H-1 NMR. The DFT calculation strongly supports complementary hydrogen bonding between alcoholic -OH and Pyrrolyl groups. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.022

文献信息

• Enantioselective recognition of 1,2-aminoalcohols by the binol receptor dangled with pyrrole-2-carboxamide and its analogues
  作者：Raju Nandhakumar、Ahn Yun Soo、Jooyeon Hong、Sihyun Ham、Kwan Mook Kim

  DOI：10.1016/j.tet.2008.11.022

  日期：2009.1

  Novel binol receptor with pyrrole-2-carboxamide moiety and its analogues have been designed, synthesized, and used to enantioselectively recognize 1,2-aminoalcohols via multiple hydrogen bonding. The pyrrole-based binol receptor showed the highest enantioselectivity among the four receptors as determined by the H-1 NMR. The DFT calculation strongly supports complementary hydrogen bonding between alcoholic -OH and Pyrrolyl groups. (c) 2008 Elsevier Ltd. All rights reserved.