3-butyl-2-(((tert-butyldimethylsilyl)oxy)methyl)cyclohex-2-enone | 1366469-89-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3-butyl-2-(((tert-butyldimethylsilyl)oxy)methyl)cyclohex-2-enone
• CAS: 1366469-89-7
• 化学式: C₁₇H₃₂O₂Si
• 分子量: 296.525
• InChiKey: JZTBGUIAGAZTOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.25
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-butyl-2-(((tert-butyldimethylsilyl)oxy)methyl)cyclohex-2-enone 在 正丁基锂 、 二异丙胺 、 红铝 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 1.5h， 生成 (E)-methyl 3-(3-butyl-2-(((tert-butyldimethylsilyl)oxy)methyl)-1-hydroxycyclohex-2-en-1-yl)acrylate
  参考文献：
  名称：

  Syntheses of structurally-simplified and fluorescently-labeled neovibsanin derivatives and analysis of their neurite outgrowth activity in PC12 cells

  摘要：

  The syntheses of several neovibsanin derivatives were carried out in order to elucidate the simple structure required for displaying neurite outgrowth activity. In addition, a fluorescent probe molecule was synthesized and the analysis of its behavior in the PC12 cell line showed that the neovibsanins accumulate on the outer edge of the cell at the site of formation of prominences. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.006
• 作为产物：
  描述：

  4,6,7,8-tetrahydro-5H-1,3-benzodioxin-5-one 在 盐酸 、 4-二甲氨基吡啶 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 2.33h， 生成 3-butyl-2-(((tert-butyldimethylsilyl)oxy)methyl)cyclohex-2-enone
  参考文献：
  名称：

  Syntheses of structurally-simplified and fluorescently-labeled neovibsanin derivatives and analysis of their neurite outgrowth activity in PC12 cells

  摘要：

  The syntheses of several neovibsanin derivatives were carried out in order to elucidate the simple structure required for displaying neurite outgrowth activity. In addition, a fluorescent probe molecule was synthesized and the analysis of its behavior in the PC12 cell line showed that the neovibsanins accumulate on the outer edge of the cell at the site of formation of prominences. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.01.006

文献信息

• Ir‐Catalyzed Cascade Reaction Promotes the Formation of Geometrically Selective Enones from Bis‐allyl Alcohols
  作者：Takaaki Kamishima、Yoshitaka Koseki、Hirotaka Nakatsuji、Sanjay Kumar、Keita Tanita、Hitoshi Kasai

  DOI：10.1002/ejoc.202201002

  日期：2022.11.18

  A cascade reaction including reduction, isomerization, and dehydration provides E-selective or multi-substituted enones from bis-allyl alcohols treated with Crabtree's catalyst. This reaction proceeds smoothly at room temperature under a hydrogen atmosphere.

  包括还原、异构化和脱水的级联反应从用 Crabtree 催化剂处理的双烯丙醇中提供E选择性或多取代的烯酮。该反应在氢气氛下在室温下顺利进行。