3-{6-[1-tert-butyl-1-hydroxy-3-(2-phenylethynyl-phenyl)-prop-2-ynyl]-phenanthren-3-yl}-4,4-dimethyl-1-(2-phenylethynyl-phenyl)-pent-1-yn-3-ol | 933794-37-7

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 3-{6-[1-tert-butyl-1-hydroxy-3-(2-phenylethynyl-phenyl)-prop-2-ynyl]-phenanthren-3-yl}-4,4-dimethyl-1-(2-phenylethynyl-phenyl)-pent-1-yn-3-ol
• CAS: 933794-37-7
• 化学式: C₅₆H₄₆O₂
• 分子量: 750.98
• InChiKey: XOYYLESIFMVYCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.36
• 重原子数：
  58.0
• 可旋转键数：
  2.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-{6-[1-tert-butyl-1-hydroxy-3-(2-phenylethynyl-phenyl)-prop-2-ynyl]-phenanthren-3-yl}-4,4-dimethyl-1-(2-phenylethynyl-phenyl)-pent-1-yn-3-ol 在 三乙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 以83%的产率得到
  参考文献：
  名称：

  Synthesis and Structures of Diindeno-Fused 1,12-Diphenylbenzo[c]phenanthrene and 1,14-Diphenyl[5]helicene Bearing Severe Helical Twists

  摘要：

  Diindeno-fused 1,12-diphenylbenzo[c] phenanthrene 15 and 1,14-diphenyl[5] helicene 20 were prepared in a four-step synthetic sequence from 2,7-naphthalenedicarboxylic acid and 3,6-phenanthrenedicarboxylic acid, respectively. The X-ray structures of 15 and 20 show that the fused ring systems possess severe helical twists. The rotational barriers of the phenyl substituents were determined by the analysis of temperature-dependent H-1 NMR spectra.

  DOI：

  10.1021/ol063056s
• 作为产物：
  描述：

  3,6-phenanthrenedicarboxylic acid 在 正丁基锂 、 氯化亚砜 、 copper(I) bromide dimethylsulfide complex 作用下， 以 四氢呋喃 、 正己烷 、 正戊烷 为溶剂， 反应 12.5h， 生成 3-{6-[1-tert-butyl-1-hydroxy-3-(2-phenylethynyl-phenyl)-prop-2-ynyl]-phenanthren-3-yl}-4,4-dimethyl-1-(2-phenylethynyl-phenyl)-pent-1-yn-3-ol
  参考文献：
  名称：

  Synthesis and Structures of Diindeno-Fused 1,12-Diphenylbenzo[c]phenanthrene and 1,14-Diphenyl[5]helicene Bearing Severe Helical Twists

  摘要：

  Diindeno-fused 1,12-diphenylbenzo[c] phenanthrene 15 and 1,14-diphenyl[5] helicene 20 were prepared in a four-step synthetic sequence from 2,7-naphthalenedicarboxylic acid and 3,6-phenanthrenedicarboxylic acid, respectively. The X-ray structures of 15 and 20 show that the fused ring systems possess severe helical twists. The rotational barriers of the phenyl substituents were determined by the analysis of temperature-dependent H-1 NMR spectra.

  DOI：

  10.1021/ol063056s