(2S)-1-[2-(1-methoxymethoxyethyl)-3-benzothienyl]-2-(2-methyl-3-benzothothienyl)hexafluorocyclopentene | 560108-28-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: (2S)-1-[2-(1-methoxymethoxyethyl)-3-benzothienyl]-2-(2-methyl-3-benzothothienyl)hexafluorocyclopentene
• 英文别名: 3-[3,3,4,4,5,5-hexafluoro-2-[2-[(1S)-1-(methoxymethoxy)ethyl]-1-benzothiophen-3-yl]cyclopenten-1-yl]-2-methyl-1-benzothiophene
• CAS: 560108-28-3
• 化学式: C₂₆H₂₀F₆O₂S₂
• 分子量: 542.566
• InChiKey: ZKPZCDMUMVFBCL-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  74.9
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (2S)-1-[2-(1-methoxymethoxyethyl)-3-benzothienyl]-2-(2-methyl-3-benzothothienyl)hexafluorocyclopentene 在 吡啶 、 盐酸 作用下， 以 四氢呋喃 为溶剂， 反应 29.0h， 生成 (2S)-1-[2-(1-phenylaminocarbonyloxy)ethyl-3-benzothienyl]-2-(2-methyl-3-benzothienyl)hexafluorocyclopentene
  参考文献：
  名称：

  Diastereoselective Photochromism of Bisbenzothienylethenes with an Oxycarbonyl-Related Functional Group on the Side Chain

  摘要：

  Nine 1-[2-(l-substituted)ethyl-3-benzothienyl]-2-(2-methyl-3-benzothienyl)hexafluorocyclopentenes (4-substituted benzoyloxy, N-arylcarbamoyloxy, and aryloxycarbonyloxy) were synthesized. They showed diastereoselective photochromic ring closure upon UV irradiation. Among them, 4-nitro-phenoxycarbonyloxy-substituted compound recorded a remarkable 94% diastereomer excess with 91% conversion to the closed form.

  DOI：

  10.1021/jo048771z
• 作为产物：
  描述：

  (1S,2R)-12,12,13,13,14,14-hexafluoro-1-[(1S)-1-(methoxymethoxy)ethyl]-2-methyl-3,23-dithiahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-4,6,8,10,15,17,19,21-octaene 以 甲苯 为溶剂， 生成 (2S)-1-[2-(1-methoxymethoxyethyl)-3-benzothienyl]-2-(2-methyl-3-benzothothienyl)hexafluorocyclopentene
  参考文献：
  名称：

  Diastereoselective Photochromism of Bisbenzothienylethenes with an Oxycarbonyl-Related Functional Group on the Side Chain

  摘要：

  Nine 1-[2-(l-substituted)ethyl-3-benzothienyl]-2-(2-methyl-3-benzothienyl)hexafluorocyclopentenes (4-substituted benzoyloxy, N-arylcarbamoyloxy, and aryloxycarbonyloxy) were synthesized. They showed diastereoselective photochromic ring closure upon UV irradiation. Among them, 4-nitro-phenoxycarbonyloxy-substituted compound recorded a remarkable 94% diastereomer excess with 91% conversion to the closed form.

  DOI：

  10.1021/jo048771z