2-[4]喹啉基-丙烷-1,3-二醇 | 213478-40-1

• 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
• 中文名称: 2-[4]喹啉基-丙烷-1,3-二醇
• 英文名称: 2-[4]quinolyl-propane-1,3-diol
• 英文别名: 2-[4]Chinolyl-propan-1,3-diol；2-Quinolin-4-ylpropane-1,3-diol
• CAS: 213478-40-1
• 化学式: C₁₂H₁₃NO₂
• 分子量: 203.241
• InChiKey: FUCGYYINVRESBI-UHFFFAOYSA-N

物化性质

• 沸点：
  430.4±30.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  53.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[4]喹啉基-丙烷-1,3-二醇 在 咪唑 、 氢氧化钾 、 4 A molecular sieve 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 11.75h， 生成 (2R)-3-[tert-butyl(dimethyl)silyl]oxy-2-quinolin-4-ylpropan-1-ol
  参考文献：
  名称：

  Lipase catalyzed asymmetrization of quinolyl substituted 1,3-propanediols

  摘要：

  2-(2-Quinolyl)- and 2-(4-quinolyl)-1,3-propanediols 3 and 4 were prepared and asymmetrized by enantioselective acetylation in organic solvent catalyzed by lipases. While monoacetate 5 was best obtained using Celite-supported pig pancreatic lipase (PPL) (97.3% e.e.) as the (R)-enantiomer, both enantiomers of 6 have been obtained using different enzymes: (R)-6 using lipase f'rom Aspergillus niger (84.0% e.e.) and (S)-6 using lipase from Candida antarctica (97.5% e.e.). The absolute: configuration of both monoacetates 5 and 6 has been determined by anomalous X-ray dispersion methodology on the corresponding p-bromobenzoates 11 and 12. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00247-x
• 作为产物：
  描述：

  4-甲基喹啉 、 聚合甲醛 以 水 为溶剂， 反应 14.0h， 以90%的产率得到2-[4]喹啉基-丙烷-1,3-二醇
  参考文献：
  名称：

  Lipase catalyzed asymmetrization of quinolyl substituted 1,3-propanediols

  摘要：

  2-(2-Quinolyl)- and 2-(4-quinolyl)-1,3-propanediols 3 and 4 were prepared and asymmetrized by enantioselective acetylation in organic solvent catalyzed by lipases. While monoacetate 5 was best obtained using Celite-supported pig pancreatic lipase (PPL) (97.3% e.e.) as the (R)-enantiomer, both enantiomers of 6 have been obtained using different enzymes: (R)-6 using lipase f'rom Aspergillus niger (84.0% e.e.) and (S)-6 using lipase from Candida antarctica (97.5% e.e.). The absolute: configuration of both monoacetates 5 and 6 has been determined by anomalous X-ray dispersion methodology on the corresponding p-bromobenzoates 11 and 12. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00247-x

文献信息

• Meisenheimer, Justus Liebigs Annalen der Chemie, 1920, vol. 420, p. 218
  作者：Meisenheimer

  DOI：——

  日期：——
• Koenigs, Chemische Berichte, 1898, vol. 31, p. 2370,2371
  作者：Koenigs

  DOI：——

  日期：——
• Lipase catalyzed asymmetrization of quinolyl substituted 1,3-propanediols
  作者：Luca Banfi、Giuseppe Guanti、Angelo Mugnoli、Renata Riva

  DOI：10.1016/s0957-4166(98)00247-x

  日期：1998.7

  2-(2-Quinolyl)- and 2-(4-quinolyl)-1,3-propanediols 3 and 4 were prepared and asymmetrized by enantioselective acetylation in organic solvent catalyzed by lipases. While monoacetate 5 was best obtained using Celite-supported pig pancreatic lipase (PPL) (97.3% e.e.) as the (R)-enantiomer, both enantiomers of 6 have been obtained using different enzymes: (R)-6 using lipase f'rom Aspergillus niger (84.0% e.e.) and (S)-6 using lipase from Candida antarctica (97.5% e.e.). The absolute: configuration of both monoacetates 5 and 6 has been determined by anomalous X-ray dispersion methodology on the corresponding p-bromobenzoates 11 and 12. (C) 1998 Elsevier Science Ltd. All rights reserved.