[2,2-dimethyl-5-{[(E)-quinolin-2-ylmethylidene]aminomethyl}-1,3-dioxolan-4-yl]-N-[(E)-quinolin-2-ylmethylidene]methanamine | 1361343-65-8

• 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: [2,2-dimethyl-5-{[(E)-quinolin-2-ylmethylidene]aminomethyl}-1,3-dioxolan-4-yl]-N-[(E)-quinolin-2-ylmethylidene]methanamine
• CAS: 1361343-65-8
• 化学式: C₂₇H₂₆N₄O₂
• 分子量: 438.529
• InChiKey: JBUXTJRNFZYFMX-KUMMARSOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.84
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  68.96
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  (4R,5R)-N⁴,N⁴,N⁵,N⁵,2,2-hexamethyl-1,3-dioxolane-4,5-dicarboxamide 在 lithium aluminium tetrahydride 作用下， 以 甲醇 为溶剂， 生成 [2,2-dimethyl-5-{[(E)-quinolin-2-ylmethylidene]aminomethyl}-1,3-dioxolan-4-yl]-N-[(E)-quinolin-2-ylmethylidene]methanamine
  参考文献：
  名称：

  Asymmetric hydrogen-transfer hydrogenation on rhodium(I) complexes with new optically active salen ligands derived from (4S,5S)-4,5-bis(aminomethyl)-2,2-dimethyl-1,3-dioxolane

  摘要：

  New optically active C-2-symmetric salen-type ligands were synthesized on the basis of (4S,5S)-4,5-bis(aminomethyl)-2,2-dimethyl-1,3-dioxolane. These ligands were used to obtain cationic (tri-fluoromethanesulfonate) and neutral (chloride) rhodium(I) complexes with [(4S,5S)-2,2-dimethyl-5-{[(E)-pyridin-2-ylmethylidene]aminomethyl}-1,3-dioxolan-4-yl]-N-[(E)-pyridin-2-ylmethylidene]methanamine and [2,2-dimethyl-5-{[(E)-quinolin-2-ylmethylidene]aminomethyl}-1,3-dioxolan-4-yl]-N-[(E)-quinolin-2-yl-methylidene]methanamine. The latter complex ensured preparation of (S)-2-phenylethanol with an optical yield of 34.8% by transfer hydrogenation of acetophenone.

  DOI：

  10.1134/s1070428012010083
• 作为试剂：
  描述：

  苯乙酮 、 异丙醇 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 [2,2-dimethyl-5-{[(E)-quinolin-2-ylmethylidene]aminomethyl}-1,3-dioxolan-4-yl]-N-[(E)-quinolin-2-ylmethylidene]methanamine 、 potassium hydroxide 作用下， 生成 (S)-(-)-1-苯乙醇 、 (R)-(+)-1-苯基乙醇 、 丙酮
  参考文献：
  名称：

  Asymmetric hydrogen-transfer hydrogenation on rhodium(I) complexes with new optically active salen ligands derived from (4S,5S)-4,5-bis(aminomethyl)-2,2-dimethyl-1,3-dioxolane

  摘要：

  New optically active C-2-symmetric salen-type ligands were synthesized on the basis of (4S,5S)-4,5-bis(aminomethyl)-2,2-dimethyl-1,3-dioxolane. These ligands were used to obtain cationic (tri-fluoromethanesulfonate) and neutral (chloride) rhodium(I) complexes with [(4S,5S)-2,2-dimethyl-5-{[(E)-pyridin-2-ylmethylidene]aminomethyl}-1,3-dioxolan-4-yl]-N-[(E)-pyridin-2-ylmethylidene]methanamine and [2,2-dimethyl-5-{[(E)-quinolin-2-ylmethylidene]aminomethyl}-1,3-dioxolan-4-yl]-N-[(E)-quinolin-2-yl-methylidene]methanamine. The latter complex ensured preparation of (S)-2-phenylethanol with an optical yield of 34.8% by transfer hydrogenation of acetophenone.

  DOI：

  10.1134/s1070428012010083