(1'S)-N-(1'-phenyl-2'-chloroethyl)-8-quinolinecarboxamide | 220628-94-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (1'S)-N-(1'-phenyl-2'-chloroethyl)-8-quinolinecarboxamide
• CAS: 220628-94-4
• 化学式: C₁₈H₁₅ClN₂O
• 分子量: 310.783
• InChiKey: WBTQNAASJQGVRV-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  41.99
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (1'S)-N-(1'-phenyl-2'-chloroethyl)-8-quinolinecarboxamide 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 15.0h， 以50%的产率得到8-[(4S)-4-phenyl-4,5-dihydro-1,3-oxazol-2-yl]quinoline
  参考文献：
  名称：

  Chiral quinolinyl-oxazolines as ligands for copper(I)-catalyzed asymmetric cyclopropanation

  摘要：

  Chiral quinolinyl-oxazoline compounds have been synthesized from enantiomerically pure amino alcohols and 8-quinoline-carboxylic acid using a convenient procedure. Asymmetric cyclopropanation of styrene with diazo-acetates in the presence of 1 mol% of CuOTf and quinolinyl-oxazolines gave 2-phenylcyclopropane carboxylates in moderate enantiomeric excesses. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00455-8
• 作为产物：
  描述：

  8-喹啉 羰酰氯 在 氯化亚砜 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 25.0h， 生成 (1'S)-N-(1'-phenyl-2'-chloroethyl)-8-quinolinecarboxamide
  参考文献：
  名称：

  Chiral quinolinyl-oxazolines as ligands for copper(I)-catalyzed asymmetric cyclopropanation

  摘要：

  Chiral quinolinyl-oxazoline compounds have been synthesized from enantiomerically pure amino alcohols and 8-quinoline-carboxylic acid using a convenient procedure. Asymmetric cyclopropanation of styrene with diazo-acetates in the presence of 1 mol% of CuOTf and quinolinyl-oxazolines gave 2-phenylcyclopropane carboxylates in moderate enantiomeric excesses. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00455-8

文献信息

• Chiral quinolinyl-oxazolines as ligands for copper(I)-catalyzed asymmetric cyclopropanation
  作者：Xin-Yan Wu、Xiang-Hong Li、Qi-Lin Zhou

  DOI：10.1016/s0957-4166(98)00455-8

  日期：1998.12

  Chiral quinolinyl-oxazoline compounds have been synthesized from enantiomerically pure amino alcohols and 8-quinoline-carboxylic acid using a convenient procedure. Asymmetric cyclopropanation of styrene with diazo-acetates in the presence of 1 mol% of CuOTf and quinolinyl-oxazolines gave 2-phenylcyclopropane carboxylates in moderate enantiomeric excesses. (C) 1998 Elsevier Science Ltd. All rights reserved.