ethyl (trifluoro-methane-sulfonyloxy)cinnamate | 917893-63-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: ethyl (trifluoro-methane-sulfonyloxy)cinnamate
• 英文别名: Ethyl (2e)-3-(2-{[(trifluoromethyl)sulfonyl]oxy}phenyl)acrylate；ethyl (E)-3-[2-(trifluoromethylsulfonyloxy)phenyl]prop-2-enoate
• CAS: 917893-63-1
• 化学式: C₁₂H₁₁F₃O₅S
• 分子量: 324.278
• InChiKey: OVPPGIUKDMZLMO-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl (trifluoro-methane-sulfonyloxy)cinnamate 在 甲基磺酰胺 、 AD-mix-β 、 水 、 对甲苯磺酸 作用下， 以 叔丁醇 、 苯 为溶剂， 反应 64.0h， 生成 (4S,5R)-5-(2-Trifluoromethanesulfonyloxy-phenyl)-[1,3]dioxolane-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  StePHOX, a new family of optically active, tunable phosphine–oxazoline ligands: syntheses and applications

  摘要：

  A new class of optically active phosphine-oxazoline ligands has been synthesized wherein backbone chirality of these new ligands is installed by a Sharpless asymmetric dihydroxylation. Different backbone protecting groups as well as different substitution patterns on the oxazoline ring were studied. These ligands were tested in allylic substitution (with ee's up to 97%) and asymmetric Tsuji allylation. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.043
• 作为产物：
  描述：

  香豆素 在 2,6-二甲基吡啶 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 19.0h， 生成 ethyl (trifluoro-methane-sulfonyloxy)cinnamate
  参考文献：
  名称：

  StePHOX, a new family of optically active, tunable phosphine–oxazoline ligands: syntheses and applications

  摘要：

  A new class of optically active phosphine-oxazoline ligands has been synthesized wherein backbone chirality of these new ligands is installed by a Sharpless asymmetric dihydroxylation. Different backbone protecting groups as well as different substitution patterns on the oxazoline ring were studied. These ligands were tested in allylic substitution (with ee's up to 97%) and asymmetric Tsuji allylation. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.05.043

文献信息

• Induction of apoptosis in cancer cells
  申请人：——

  公开号：US20030176506A1

  公开（公告）日：2003-09-18

  The present invention provides compounds that are inducers or inhibitors of apoptosis or apoptosis preceded by cell-cycle arrest. In addition, the present invention provides pharmaceutical compositions and methods for treating mammals with leukemia or other forms of cancer or for treating disease conditions caused by apoptosis of cells.

  本发明提供了诱导或抑制凋亡或在细胞周期停滞之前发生的凋亡的化合物。此外，本发明提供了用于治疗患有白血病或其他形式癌症的哺乳动物或治疗由细胞凋亡引起的疾病状况的药物组合物和方法。
• Stille Cross-Coupling Reactions Using Vinylcyclopropylstannanes
  作者：Gerald Pattenden、Davey Stoker

  DOI：10.1055/s-0029-1217327

  日期：2009.7

  The Stille cross-coupling reaction between a vinylcyclopropylstannane and iodobenzene or phenol triflate provides an expedious route to 1,2-phenylvinylcyclopropanes. However, similar coupling reactions using ortho-substituted aromatic substrates also lead to butylaromatic products, resulting from competitive sp³-sp² coupling reactions.

  乙烯基环丙基锡烷与碘苯或三酸苯酚之间的 Stille 交叉偶联反应为 1,2-苯基乙烯基环丙烷提供了一条捷径。不过，使用正交取代的芳香族底物进行的类似偶联反应也会导致丁芳烃产物，这些产物来自竞争性 sp³-sp² 偶联反应。
• An efficient route from coumarins to highly functionalized N-phenyl-2-quinolinones via Buchwald–Hartwig amination
  作者：Thomas Ullrich、Francis Giraud

  DOI：10.1016/s0040-4039(03)00884-0

  日期：2003.5

  Multiple substituted N-phenyl-2-quinolinones were obtained in a convenient four-step route from a variety of commercially available coumarins, utilizing customised Buchwald-Hartwig amination protocols for the key reaction. Whereas simple aminolysis of coumarins is limited to non-electron-deficient, sterically unhindered derivatives of aniline under harsh conditions, the present method allows for conversions with multiple substituted aromatic amines, as demonstrated by the example of chlorinated aminosalicylates. (C) 2003 Elsevier Science Ltd. All rights reserved.
• StePHOX, a new family of optically active, tunable phosphine–oxazoline ligands: syntheses and applications
  作者：Stéphane Trudeau、James P. Morken

  DOI：10.1016/j.tet.2006.05.043

  日期：2006.12

  A new class of optically active phosphine-oxazoline ligands has been synthesized wherein backbone chirality of these new ligands is installed by a Sharpless asymmetric dihydroxylation. Different backbone protecting groups as well as different substitution patterns on the oxazoline ring were studied. These ligands were tested in allylic substitution (with ee's up to 97%) and asymmetric Tsuji allylation. (c) 2006 Elsevier Ltd. All rights reserved.