2-((2S,4S)-2-tert-Butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-1,4-bis-(4-chloro-phenyl)-butane-1,4-dione | 807613-66-7

• 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: 2-((2S,4S)-2-tert-Butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-1,4-bis-(4-chloro-phenyl)-butane-1,4-dione
• CAS: 807613-66-7
• 化学式: C₂₉H₂₆Cl₂O₅
• 分子量: 525.428
• InChiKey: CWSJEEJKCPPADQ-AVDMRMMTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.91
• 重原子数：
  36.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  69.67
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-((2S,4S)-2-tert-Butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-1,4-bis-(4-chloro-phenyl)-butane-1,4-dione 在 对甲苯磺酸 作用下， 以 苯 为溶剂， 以72%的产率得到(2S,5R)-5-[2,5-Bis-(4-chloro-phenyl)-furan-3-yl]-2-tert-butyl-5-phenyl-[1,3]dioxolan-4-one
  参考文献：
  名称：

  Novel 2-pyrone synthesis via Michael addition of mandelic acid enolate to trans-1,2-diaroylethenes

  摘要：

  4-Aroyl-6-aryl-3-phenyl-2-pyrones are prepared in a three-step procedure involving the Michael addition of a cis-2,5-disubstituted-1,3-dioxolan-4-one, derived from mandelic acid, to trans-1,2-diaroylethenes, cyclisation to a furan under acidic conditions and lactonisation. The 2-pyrones can be also obtained directly from the Michael products under prolonged or strong acidic treatment with little decrease in yield. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.09.052
• 作为产物：
  描述：

  (E)-1,4-bis(4-chlorophenyl)but-2-ene-1,4-dione 、 (2S,5S)-2-tert-butyl-5-phenyl-1,3-dioxolan-4-one 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正庚烷 、 乙基苯 为溶剂， 以63%的产率得到2-((2S,4S)-2-tert-Butyl-5-oxo-4-phenyl-[1,3]dioxolan-4-yl)-1,4-bis-(4-chloro-phenyl)-butane-1,4-dione
  参考文献：
  名称：

  Novel 2-pyrone synthesis via Michael addition of mandelic acid enolate to trans-1,2-diaroylethenes

  摘要：

  4-Aroyl-6-aryl-3-phenyl-2-pyrones are prepared in a three-step procedure involving the Michael addition of a cis-2,5-disubstituted-1,3-dioxolan-4-one, derived from mandelic acid, to trans-1,2-diaroylethenes, cyclisation to a furan under acidic conditions and lactonisation. The 2-pyrones can be also obtained directly from the Michael products under prolonged or strong acidic treatment with little decrease in yield. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.09.052