7-bromo-3,3-diphenyl-octahydrobenzofuran | 1446340-01-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 7-bromo-3,3-diphenyl-octahydrobenzofuran
• 英文别名: (3aR,7S,7aS)-7-bromo-3,3-diphenyl-3a,4,5,6,7,7a-hexahydro-2H-1-benzofuran
• CAS: 1446340-01-7
• 化学式: C₂₀H₂₁BrO
• 分子量: 357.29
• InChiKey: WREZSGYLEHLKHM-FHWLQOOXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二苯基乙酸甲酯 在 N-溴代丁二酰亚胺(NBS) 、 lithium aluminium tetrahydride 、 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 27.5h， 生成 7-bromo-3,3-diphenyl-octahydrobenzofuran
  参考文献：
  名称：

  Non-superimposable mirror image crystals of enantiomers by spontaneous resolution and the chiral discrimination mechanism

  摘要：

  Non-superimposable mirror image crystals of both enantiomers (S/R) of cyclic gamma-alkenyl alcohol (2) have been recognized and remarkably identified by the naked eye. More interestingly, both crystals are an outcome of most astonishingly H-bond and intermolecular sigma/pi-pi interactions. They accounted for the relatively rare and less predictable spontaneous resolution with optical purity >99% ee from the racemic mixture. The chiral discrimination mechanism of this spontaneous resolution has also been proposed. (c) 2013 Fu-Xue Chen. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.04.045

文献信息

• Non-superimposable mirror image crystals of enantiomers by spontaneous resolution and the chiral discrimination mechanism
  作者：Muhammad Sohail、Yao-Feng Wang、Shao-Xiang Wu、Wei Zeng、Ji-Yi Guo、Fu-Xue Chen

  DOI：10.1016/j.cclet.2013.04.045

  日期：2013.8

  Non-superimposable mirror image crystals of both enantiomers (S/R) of cyclic gamma-alkenyl alcohol (2) have been recognized and remarkably identified by the naked eye. More interestingly, both crystals are an outcome of most astonishingly H-bond and intermolecular sigma/pi-pi interactions. They accounted for the relatively rare and less predictable spontaneous resolution with optical purity >99% ee from the racemic mixture. The chiral discrimination mechanism of this spontaneous resolution has also been proposed. (c) 2013 Fu-Xue Chen. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.