[S-(2exo,3exo)]-1,7,7-trimethyl-3-[[(pyridin-3-yl)methyl]amino]bicyclo[2.2.1]heptan-2-ol | 1431629-13-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [S-(2exo,3exo)]-1,7,7-trimethyl-3-[[(pyridin-3-yl)methyl]amino]bicyclo[2.2.1]heptan-2-ol
• CAS: 1431629-13-8
• 化学式: C₁₆H₂₄N₂O
• 分子量: 260.379
• InChiKey: ZFORIEBNNGBALG-KQTLUZQSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.36
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  45.15
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 [S-(2exo,3exo)]-1,7,7-trimethyl-3-[[(pyridin-3-yl)methyl]amino]bicyclo[2.2.1]heptan-2-ol 在 甲酸 作用下， 反应 0.5h， 以82%的产率得到[S-(2exo,3exo)]-1,7,7-trimethyl-3-[methyl[(pyridin-3-yl)methyl]amino]bicyclo[2.2.1]heptan-2-ol
  参考文献：
  名称：

  Design, synthesis, and application of novel chiral ONN ligands for asymmetric alkylation

  摘要：

  Starting from easily available chiral pool amino alcohols, a set of novel chiral ONN ligands was synthesized and their catalytic potential was examined in asymmetric alkylation. Ligands with a secondary central NH group and N-methylated ONN ligands were successfully applied as catalysts in the addition of diethyl zinc to various aromatic aldehydes, yielding secondary alcohols in excellent yields of up to 99 % ee.

  DOI：

  10.1007/s00706-012-0900-8
• 作为产物：
  描述：

  3-吡啶甲醛 、 3-氨基-1,7,7-三甲基-双环[2,2,1]庚-2-醇 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 14.0h， 以85%的产率得到[S-(2exo,3exo)]-1,7,7-trimethyl-3-[[(pyridin-3-yl)methyl]amino]bicyclo[2.2.1]heptan-2-ol
  参考文献：
  名称：

  Design, synthesis, and application of novel chiral ONN ligands for asymmetric alkylation

  摘要：

  Starting from easily available chiral pool amino alcohols, a set of novel chiral ONN ligands was synthesized and their catalytic potential was examined in asymmetric alkylation. Ligands with a secondary central NH group and N-methylated ONN ligands were successfully applied as catalysts in the addition of diethyl zinc to various aromatic aldehydes, yielding secondary alcohols in excellent yields of up to 99 % ee.

  DOI：

  10.1007/s00706-012-0900-8