N-[(7R)-7-methoxy-4-methyl-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl]-3-[[(7R)-7-methoxy-4-methyl-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl]imino]isoindol-1-amine | 1414871-18-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-[(7R)-7-methoxy-4-methyl-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl]-3-[[(7R)-7-methoxy-4-methyl-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl]imino]isoindol-1-amine
• CAS: 1414871-18-3
• 化学式: C₂₈H₂₉N₅O₂
• 分子量: 467.571
• InChiKey: OXWJIRHOQOFHQL-FGZHOGPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  81
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[(7R)-7-methoxy-4-methyl-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl]-3-[[(7R)-7-methoxy-4-methyl-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl]imino]isoindol-1-amine 、 copper(l) chloride 以 甲醇 为溶剂， 反应 16.0h， 生成 C₂₈H₂₈ClCuN₅O₂
  参考文献：
  名称：

  Variable coordination modes of an active ligand periphery in 1,3-bis(2-pyridylimino)isoindolato copper(II) complexes

  摘要：

  Copper(II) complexes of a new family of chiral tridentate 1,3-bis(2-pyridylimino)isoindoline (BPIH) ligands bearing peripheral, potentially ligating ether groups have been prepared and structurally characterized by X-ray diffraction and EPR spectroscopy. The acetato, halogenido, and triflato complexes display different degrees of coordination of the ligand periphery in the complex structure, and the complex geometry varies by coordination of the oxygen atoms of the ether moieties of the ligand side arms. Furthermore, the BPIs may act as monoanionic or neutral ligands depending on the protonation status of the isoindoline ligand backbone. Formation of complexes with deprotonated or protonated ligands may be controlled by the presence or absence of a base during the complexation reaction. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.06.001
• 作为产物：
  描述：

  2-chloro-4-methyl-6,7-dihydro-5H-[1]pyrindin-7-ol 在 lithium hydroxide monohydrate 、 叠氮基三甲基硅烷 、 四丁基氟化铵 、 氢气 、 sodium hydride 、 calcium chloride 作用下， 以 四氢呋喃 、 乙醇 、 正己醇 为溶剂， 160.0 ℃ 、2.0 MPa 条件下， 反应 190.0h， 生成 N-[(7R)-7-methoxy-4-methyl-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl]-3-[[(7R)-7-methoxy-4-methyl-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl]imino]isoindol-1-amine
  参考文献：
  名称：

  一个新的手性1，3-双（2-吡啶基氨基）异吲哚酸酯的钴烷基络合物及其在不对称氢化硅烷化中的应用

  摘要：

  据报道，基于1,3-双（2-吡啶基氨基）异吲哚啉（BPI）骨架的新的手性三齿单阴离子NNN-钳位配体家族的合成。从非手性和低价材料开始制备具有不同空间需求的取代基的配体。动力学酶促拆分用作制备对映体纯配体的关键步骤。以此方式，给定配体的两种对映异构体都可以对映选择性地产生（＞ 99.5％ee）。使用吡啶烷基钴前体络合物获得相应的钴烷基络合物，并将其用于几种前手性烷基芳基酮的不对称氢化硅烷化中，具有高收率（最高100％）和对映选择性（最高91％ee），在水解后得到手性醇。

  DOI：

  10.1021/ic3020749

文献信息

• Cobalt Alkyl Complexes of a New Family of Chiral 1,3-Bis(2-pyridylimino)isoindolates and Their Application in Asymmetric Hydrosilylation
  作者：Désirée C. Sauer、Hubert Wadepohl、Lutz H. Gade

  DOI：10.1021/ic3020749

  日期：2012.12.3

  The synthesis of a new family of chiral tridentate monoanionic NNN-pincer ligands based on the 1,3-bis(2-pyridylimino)isoindoline (BPI) framework is reported. Ligands with substituents of varying steric demand were prepared starting from achiral and low priced materials. A kinetic enzymatic resolution was used as a key step for the preparation of enantiomerically pure ligands. In this way, both enantiomers

  据报道，基于1,3-双（2-吡啶基氨基）异吲哚啉（BPI）骨架的新的手性三齿单阴离子NNN-钳位配体家族的合成。从非手性和低价材料开始制备具有不同空间需求的取代基的配体。动力学酶促拆分用作制备对映体纯配体的关键步骤。以此方式，给定配体的两种对映异构体都可以对映选择性地产生（＞ 99.5％ee）。使用吡啶烷基钴前体络合物获得相应的钴烷基络合物，并将其用于几种前手性烷基芳基酮的不对称氢化硅烷化中，具有高收率（最高100％）和对映选择性（最高91％ee），在水解后得到手性醇。
• Variable coordination modes of an active ligand periphery in 1,3-bis(2-pyridylimino)isoindolato copper(II) complexes
  作者：Désirée C. Sauer、Hubert Wadepohl

  DOI：10.1016/j.poly.2014.06.001

  日期：2014.10

  Copper(II) complexes of a new family of chiral tridentate 1,3-bis(2-pyridylimino)isoindoline (BPIH) ligands bearing peripheral, potentially ligating ether groups have been prepared and structurally characterized by X-ray diffraction and EPR spectroscopy. The acetato, halogenido, and triflato complexes display different degrees of coordination of the ligand periphery in the complex structure, and the complex geometry varies by coordination of the oxygen atoms of the ether moieties of the ligand side arms. Furthermore, the BPIs may act as monoanionic or neutral ligands depending on the protonation status of the isoindoline ligand backbone. Formation of complexes with deprotonated or protonated ligands may be controlled by the presence or absence of a base during the complexation reaction. (C) 2014 Elsevier Ltd. All rights reserved.