3-[6-(t-butyldimethylsilanyloxymethyl)benzo[1,3]dioxol-5-yl]-6,7-dimethoxy-2H-isoquinolin-1-one | 1202036-61-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 3-[6-(t-butyldimethylsilanyloxymethyl)benzo[1,3]dioxol-5-yl]-6,7-dimethoxy-2H-isoquinolin-1-one
• 英文别名: 3-[6-[[tert-butyl(dimethyl)silyl]oxymethyl]-1,3-benzodioxol-5-yl]-6,7-dimethoxy-2H-isoquinolin-1-one
• CAS: 1202036-61-0
• 化学式: C₂₅H₃₁NO₆Si
• 分子量: 469.61
• InChiKey: XZISECFODVAJAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.46
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  75.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-[6-(t-butyldimethylsilanyloxymethyl)benzo[1,3]dioxol-5-yl]-6,7-dimethoxy-2H-isoquinolin-1-one 、 四乙烯基锡 在 氧气 、 copper diacetate 作用下， 以 乙腈 为溶剂， 反应 36.0h， 以36%的产率得到3-[6-(t-butyldimethylsilanyloxymethyl)benzo[1,3]dioxol-5-yl]-6,7-dimethoxy-2-vinyl-2H-isoquinolin-1-one
  参考文献：
  名称：

  Total synthesis of 8-oxypseudopalmatine and 8-oxypseudoberberine via ring-closing metathesis

  摘要：

  Concise synthesis of 8-oxypseudopalmatine and 8-oxypseudoberberine has been achieved using ruthenium-catalyzed ring-closing metathesis (RCM) as the key step, in which the RCM substrates, 3-arylisoquinolinones, were prepared by lithiated cycloaddition reaction with o-toluamides and benzonitriles. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.027
• 作为产物：
  描述：

  6-(t-butyldimethylsilanyloxymethyl)benzo[1,3]dioxole-5-carbonitrile 、 N,N-diethyl-4,5-dimethoxy-2-methylbenzamide 在 正丁基锂 、 水 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以32%的产率得到3-[6-(t-butyldimethylsilanyloxymethyl)benzo[1,3]dioxol-5-yl]-6,7-dimethoxy-2H-isoquinolin-1-one
  参考文献：
  名称：

  Total synthesis of 8-oxypseudopalmatine and 8-oxypseudoberberine via ring-closing metathesis

  摘要：

  Concise synthesis of 8-oxypseudopalmatine and 8-oxypseudoberberine has been achieved using ruthenium-catalyzed ring-closing metathesis (RCM) as the key step, in which the RCM substrates, 3-arylisoquinolinones, were prepared by lithiated cycloaddition reaction with o-toluamides and benzonitriles. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.027

文献信息

• Total synthesis of 8-oxypseudopalmatine and 8-oxypseudoberberine via ring-closing metathesis
  作者：Hue Thi My Van、Su Hui Yang、Daulat Bikram Khadka、Yong-Chul Kim、Won-Jea Cho

  DOI：10.1016/j.tet.2009.10.027

  日期：2009.12

  Concise synthesis of 8-oxypseudopalmatine and 8-oxypseudoberberine has been achieved using ruthenium-catalyzed ring-closing metathesis (RCM) as the key step, in which the RCM substrates, 3-arylisoquinolinones, were prepared by lithiated cycloaddition reaction with o-toluamides and benzonitriles. (C) 2009 Elsevier Ltd. All rights reserved.