7,8,8-trimethyl-1-phenyl-4,5,6,7-tetrahydro-1H-4,7-methano-indazole | 72285-82-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 7,8,8-trimethyl-1-phenyl-4,5,6,7-tetrahydro-1H-4,7-methano-indazole
• 英文别名: (4S,7R)-7,8,8-trimethyl-1-phenyl-4,5,6,7-tetrahydro-4,7-methano-1H-indazole；7,8,8-trimethyl-1-phenyl-4,5,6,7-tetrahydro-1H-4,7-methano-indazole
• CAS: 72285-82-6
• 化学式: C₁₇H₂₀N₂
• 分子量: 252.359
• InChiKey: ABSCFHTZBQWMAC-PBHICJAKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.05
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  17.82
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  7,8,8-trimethyl-1-phenyl-4,5,6,7-tetrahydro-1H-4,7-methano-indazole 以 水 、 丙酮 为溶剂， 反应 20.0h， 生成 (4S,7R)-7,8,8-trimethyl-1-phenyl-2-butyl-4,5,6,7-tetrahydro-4,7-methanoindazolium bis(trifluoromethylsulfonyl)-amide
  参考文献：
  名称：

  Camphorpyrazolium-based chiral functional ionic liquids

  摘要：

  The solvent-less quaternization of N-phenyl-camphorpyrazole 4 with BrC4H9,IC2H4OCH3, and IC2H4OC2-H4OC4H9 afforded the corresponding chiral pyrazolium halides 5a, 6a, and 7a in excellent yields. The anions were modified either by trihalide formation with Br-2 and 12, or by salt metathesis with LiNTf2 and NaCo(CO)(4). All pyrazolium salts bearing the di-ether side chain 7a-d were liquids at room temperature, while the X-ray crystal structure of the bis(trifluoromethylsulfonyl)amide salt of the corresponding mono-ether analogue 6c (mp 97 degrees C) revealed intermolecular H-bonding interactions. Furthermore, an improved protocol for the well-known but notoriously low-yielding synthesis of (+)-hydroxymethylene-camphor 3 is disclosed. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.07.014