3-(4-(tert-butyldimethylsilyloxy)phenyl)-6,8-dimethoxyisochroman-1-one | 1449521-94-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-(4-(tert-butyldimethylsilyloxy)phenyl)-6,8-dimethoxyisochroman-1-one
• 英文别名: 3-[4-[Tert-butyl(dimethyl)silyl]oxyphenyl]-6,8-dimethoxy-3,4-dihydroisochromen-1-one；3-[4-[tert-butyl(dimethyl)silyl]oxyphenyl]-6,8-dimethoxy-3,4-dihydroisochromen-1-one
• CAS: 1449521-94-1
• 化学式: C₂₃H₃₀O₅Si
• 分子量: 414.574
• InChiKey: GGWHLCBAXHIUJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.54
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  6-(2,2-dimethyl-4-oxo-4H-1,3-dioxin-6-yl)-1-(4-methoxyphenyl)-3,5-dioxohexyl 2-(2-(tertbutyldimethylsilyloxy)-2-(4-(tert-butyldimethylsilyloxy)phenyl)ethyl)-4,6-dimethoxybenzoate 在 氟化氢吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以99%的产率得到3-(4-(tert-butyldimethylsilyloxy)phenyl)-6,8-dimethoxyisochroman-1-one
  参考文献：
  名称：

  Synthetic studies towards tragoponol: preparation of a highly functionalized resorcylate

  摘要：

  Studies on the synthesis of racemic tragoponol are described. The western resorcylate unit of tragoponol was efficiently constructed from appropriate diketo-dioxinone and secondary alcohol intermediates using a ketene generation-trapping and aromatization sequence. Further functionalization provided an advanced diketo-dioxinone intermediate which upon desilylation resulted in the formation of a dihydroisocoumarin. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.044

文献信息

• Synthetic studies towards tragoponol: preparation of a highly functionalized resorcylate
  作者：Hideki Miyatake-Ondozabal、Anthony G.M. Barrett

  DOI：10.1016/j.tetlet.2013.05.044

  日期：2013.9

  Studies on the synthesis of racemic tragoponol are described. The western resorcylate unit of tragoponol was efficiently constructed from appropriate diketo-dioxinone and secondary alcohol intermediates using a ketene generation-trapping and aromatization sequence. Further functionalization provided an advanced diketo-dioxinone intermediate which upon desilylation resulted in the formation of a dihydroisocoumarin. (C) 2013 Elsevier Ltd. All rights reserved.