1-chloro-4-[(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methoxy]phthalazine | 895568-21-5

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 金鸡纳生物碱
• 英文名称: 1-chloro-4-[(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methoxy]phthalazine
• CAS: 895568-21-5
• 化学式: C₂₈H₂₇ClN₄O₂
• 分子量: 487.001
• InChiKey: MFDJVKDLIXJGJW-NKSQBKDSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,4-二氯酞嗪 、 奎宁 在 base 作用下， 以 甲苯 为溶剂， 以62%的产率得到1-chloro-4-[(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methoxy]phthalazine
  参考文献：
  名称：

  Synthesis and catalytic activity of TentaGel-supported asymmetric dihydroxylation (DHQ)2PHAL ligand

  摘要：

  An efficient scheme for the synthesis and catalytic activity of TentaGel-supported Sharpless's (DHQ)(2)PHAL dihydroxylation ligand is described. Crown Copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.04.007

文献信息

• Facile Access to Mono-Cinchona Alkaloid-Derived Ligands
  作者：Hai-Bo Wang、Xiao-Li Sun、Ping-An Wang、Quan-Jun Wang、Peng-Juan Nan、Lin-Lin Jing

  DOI：10.1080/00397910802323114

  日期：2008.11.3

  Two facile accesses to mono-cinchona alkaloid-derived ligands, by conventional heating conditions and solvent-free microwave irradiation, are described. 1,4-Dichlorophthalazine (PHAL) or 3,6-dichloropyridazine (PYDZ) reacted with quinine (QN), cinchonine (CN), or cinchonidine (CND) by using CaH2 as acid-bonding reagent in DMF at 90-100C to provide mono-cinchona alkaloid-derived ligands 2a-f (87-95%) in 1.5h. However, the coupling reactions were performed under solvent-free microwave conditions to yield 2a-f (64-89%) within 15min.
• Synthesis and catalytic activity of TentaGel-supported asymmetric dihydroxylation (DHQ)2PHAL ligand
  作者：Jihane Achkar、Joseph R. Hunt、Rachel L. Beingessner、Hicham Fenniri

  DOI：10.1016/j.tetasy.2008.04.007

  日期：2008.5

  An efficient scheme for the synthesis and catalytic activity of TentaGel-supported Sharpless's (DHQ)(2)PHAL dihydroxylation ligand is described. Crown Copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.