1-[2-[Tert-butyl(dimethyl)silyl]oxyphenyl]-5-[2-(ethoxymethoxy)phenyl]pent-2-yn-1-ol | 1170695-37-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-[2-[Tert-butyl(dimethyl)silyl]oxyphenyl]-5-[2-(ethoxymethoxy)phenyl]pent-2-yn-1-ol
• CAS: 1170695-37-0
• 化学式: C₂₆H₃₆O₄Si
• 分子量: 440.655
• InChiKey: PTXFAHTZOBWMRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.11
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[2-[Tert-butyl(dimethyl)silyl]oxyphenyl]-5-[2-(ethoxymethoxy)phenyl]pent-2-yn-1-ol 在 2-碘酰基苯甲酸 作用下， 以 二甲基亚砜 为溶剂， 以87%的产率得到1-[2-[Tert-butyl(dimethyl)silyl]oxyphenyl]-5-[2-(ethoxymethoxy)phenyl]pent-2-yn-1-one
  参考文献：
  名称：

  Synthesis of 6,6-bisbenzannulated spiroketals related to the rubromycins using a double intramolecular hetero-Michael addition (DIHMA)

  摘要：

  The synthesis of a series of 6,6-bisbenzannulated spiroketals using a novel microwave-assisted DIHMA approach is reported. Coupling of ail aryl acetylene and an aryl aldehyde via acetylide anion addition resulted in the formation of an alkynol which was followed by oxidation to the desired ynone. Spirocyclization using the DIHMA Protocol afforded the desired bisbenzannulated spiroketal in good yield. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.030
• 作为产物：
  描述：

  1-But-3-ynyl-2-(ethoxymethoxy)benzene 、 2-((tert-butyldimethylsilyl)oxy)benzaldehyde 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以71%的产率得到1-[2-[Tert-butyl(dimethyl)silyl]oxyphenyl]-5-[2-(ethoxymethoxy)phenyl]pent-2-yn-1-ol
  参考文献：
  名称：

  Synthesis of 6,6-bisbenzannulated spiroketals related to the rubromycins using a double intramolecular hetero-Michael addition (DIHMA)

  摘要：

  The synthesis of a series of 6,6-bisbenzannulated spiroketals using a novel microwave-assisted DIHMA approach is reported. Coupling of ail aryl acetylene and an aryl aldehyde via acetylide anion addition resulted in the formation of an alkynol which was followed by oxidation to the desired ynone. Spirocyclization using the DIHMA Protocol afforded the desired bisbenzannulated spiroketal in good yield. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.030

文献信息

• Synthesis of 6,6-bisbenzannulated spiroketals related to the rubromycins using a double intramolecular hetero-Michael addition (DIHMA)
  作者：Peter J. Choi、Dominea C.K. Rathwell、Margaret A. Brimble

  DOI：10.1016/j.tetlet.2009.02.030

  日期：2009.7

  The synthesis of a series of 6,6-bisbenzannulated spiroketals using a novel microwave-assisted DIHMA approach is reported. Coupling of ail aryl acetylene and an aryl aldehyde via acetylide anion addition resulted in the formation of an alkynol which was followed by oxidation to the desired ynone. Spirocyclization using the DIHMA Protocol afforded the desired bisbenzannulated spiroketal in good yield. (C) 2009 Elsevier Ltd. All rights reserved.