(-)-2-(N-norephedrinylmethyl)pyridine

• 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: (-)-2-(N-norephedrinylmethyl)pyridine
• 英文别名: (1S,2R)-1-phenyl-2-(pyridin-2-ylmethylamino)propan-1-ol
• 化学式: C₁₅H₁₈N₂O
• 分子量: 242.321
• InChiKey: KFRCHOMNEXGBGX-IUODEOHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  45.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯甲基吡啶盐酸盐 、 DL-苯丙醇胺盐酸盐 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 以51%的产率得到(-)-2-(N-norephedrinylmethyl)pyridine
  参考文献：
  名称：

  Asymmetric catalysis, part 91: Enantioselective monophenylation ofcis-1,2-cyclopentanediol with triphenylbismuth diacetate and chiral copper(II) complexes as catalysts

  摘要：

  The monophenylation of cis-1,2-cyclopentanediol with triphenylbismuth diacetate in the presence of chiral Cu(II) complexes as catalysts gave cis-2-hydroxy-1-phenoxy-cyclopentane with enantiomeric excesses up to 38%. The optically active ligands used were triamine derivatives of 2,6-bis(aminomethyl)pyridine and diamine derivatives of 2-(aminomethyl)pyridine. Selectivity in the monophenylation occurred only in the presence of the latter as auxiliary ligands.

  DOI：

  10.1007/bf00811078

文献信息

• Asymmetric catalysis, part 91: Enantioselective monophenylation ofcis-1,2-cyclopentanediol with triphenylbismuth diacetate and chiral copper(II) complexes as catalysts
  作者：H. Brunner、T. Chuard

  DOI：10.1007/bf00811078

  日期：1994.12

  The monophenylation of cis-1,2-cyclopentanediol with triphenylbismuth diacetate in the presence of chiral Cu(II) complexes as catalysts gave cis-2-hydroxy-1-phenoxy-cyclopentane with enantiomeric excesses up to 38%. The optically active ligands used were triamine derivatives of 2,6-bis(aminomethyl)pyridine and diamine derivatives of 2-(aminomethyl)pyridine. Selectivity in the monophenylation occurred only in the presence of the latter as auxiliary ligands.