(9H-fluoren-9-yl)methyl undec-10-enylcarbamate | 870094-38-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (9H-fluoren-9-yl)methyl undec-10-enylcarbamate
• 英文别名: (9H-fluoren-9-yl)methyl N-(undec-10-en-1-yl)carbamate；9H-fluoren-9-ylmethyl N-undec-10-enylcarbamate
• CAS: 870094-38-5
• 化学式: C₂₆H₃₃NO₂
• 分子量: 391.554
• InChiKey: MIYSAOWZCMOQBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  29
• 可旋转键数：
  13
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (9H-fluoren-9-yl)methyl undec-10-enylcarbamate 、 3-氨基丙基三乙氧基硅烷 在 platinum(o)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane 作用下， 以 二氯甲烷 、 xylene 为溶剂， 反应 12.0h， 以84%的产率得到(9H-fluoren-9-yl)methyl 11-(triethoxysilyl)undecylcarbamate
  参考文献：
  名称：

  Diffusion-Based Deprotection in Mesoporous Materials:  A Strategy for Differential Functionalization of Porous Silica Particles

  摘要：

  A monodisperse, spherical mesoporous silica (Acid-Prepared Mesoporous Spheres, APMS) was prepared and then functionalized with two types of Fmoc (9-fluorenylmethyloxycarbonyl) terminated silanes with variable chain lengths. N-2 physisorption experiments indicated that, under some conditions, the pores of the solid were completely filled by the Fmoc-protected organosilanes. These blocked pores were then "reopened" by the cleavage of Fmoc groups with a piperidine solution. In contrast to the solution reaction, this deprotection reaction was much slower within the pores. The rate of deprotection was followed by UV/visible spectroscopy, and a plot of Fmoc released versus time showed a sigmoidal shape. An empirical model was applied to the data, which indicated that the reaction was influenced by the concentration and temperature of the piperidine solution as well as the number of Fmoc moieties within the pores. Using this information, we show that the location of the deprotection reaction in the pores of the silica can be empirically controlled. Our work provides a method by which the surface of the porous silica can be functionalized in a well-defined manner. This method can be used to produce materials for catalysis or drug delivery.

  DOI：

  10.1021/ja070598b
• 作为产物：
  描述：

  2-十一烯酸 在 lithium aluminium tetrahydride 、 尿素 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 30.0h， 生成 (9H-fluoren-9-yl)methyl undec-10-enylcarbamate
  参考文献：
  名称：

  Diffusion-Based Deprotection in Mesoporous Materials:  A Strategy for Differential Functionalization of Porous Silica Particles

  摘要：

  A monodisperse, spherical mesoporous silica (Acid-Prepared Mesoporous Spheres, APMS) was prepared and then functionalized with two types of Fmoc (9-fluorenylmethyloxycarbonyl) terminated silanes with variable chain lengths. N-2 physisorption experiments indicated that, under some conditions, the pores of the solid were completely filled by the Fmoc-protected organosilanes. These blocked pores were then "reopened" by the cleavage of Fmoc groups with a piperidine solution. In contrast to the solution reaction, this deprotection reaction was much slower within the pores. The rate of deprotection was followed by UV/visible spectroscopy, and a plot of Fmoc released versus time showed a sigmoidal shape. An empirical model was applied to the data, which indicated that the reaction was influenced by the concentration and temperature of the piperidine solution as well as the number of Fmoc moieties within the pores. Using this information, we show that the location of the deprotection reaction in the pores of the silica can be empirically controlled. Our work provides a method by which the surface of the porous silica can be functionalized in a well-defined manner. This method can be used to produce materials for catalysis or drug delivery.

  DOI：

  10.1021/ja070598b

文献信息

• One-step labelling of sphingolipids via a scrambling cross-metathesis reaction
  作者：Peter Nussbaumer、Peter Ettmayer、Carsten Peters、Daniela Rosenbeiger、Klemens Högenauer

  DOI：10.1039/b508132g

  日期：——

  The alkyl chain in the backbone of sphingosine derivatives can be exchanged with functionalised (labelled) side chains in a single step under cross-metathesis reaction conditions.

  在交叉甲基化反应条件下，鞘磷脂衍生物骨架中的烷基链可与功能化（标记）侧链进行一步交换。
• WO2006/128657
  申请人：——

  公开号：——

  公开（公告）日：——
• Diffusion-Based Deprotection in Mesoporous Materials:  A Strategy for Differential Functionalization of Porous Silica Particles
  作者：Kai Cheng、Christopher C. Landry

  DOI：10.1021/ja070598b

  日期：2007.8.1

  A monodisperse, spherical mesoporous silica (Acid-Prepared Mesoporous Spheres, APMS) was prepared and then functionalized with two types of Fmoc (9-fluorenylmethyloxycarbonyl) terminated silanes with variable chain lengths. N-2 physisorption experiments indicated that, under some conditions, the pores of the solid were completely filled by the Fmoc-protected organosilanes. These blocked pores were then "reopened" by the cleavage of Fmoc groups with a piperidine solution. In contrast to the solution reaction, this deprotection reaction was much slower within the pores. The rate of deprotection was followed by UV/visible spectroscopy, and a plot of Fmoc released versus time showed a sigmoidal shape. An empirical model was applied to the data, which indicated that the reaction was influenced by the concentration and temperature of the piperidine solution as well as the number of Fmoc moieties within the pores. Using this information, we show that the location of the deprotection reaction in the pores of the silica can be empirically controlled. Our work provides a method by which the surface of the porous silica can be functionalized in a well-defined manner. This method can be used to produce materials for catalysis or drug delivery.