(R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman | 1101066-86-7

• 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: (R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman
• 英文别名: (2R)-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromene
• CAS: 1101066-86-7
• 化学式: C₂₉H₅₀O
• 分子量: 414.715
• InChiKey: ZQJBTZSSRCFVQZ-VDWGHMIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman 在 N-氟代双苯磺酰胺 作用下， 以 乙腈 为溶剂， 以44%的产率得到(2R)-6-fluoro-2,5,7,8-tetramethyl-2-[(4R,8R)-4,8,12-trimethyltridecyl]-3,4-dihydrochromene
  参考文献：
  名称：

  [EN] VITAMIN E DERIVATIVES AND THEIR USE AS MULTI-SCALE IMAGING AGENTS
  [FR] DÉRIVÉS DE VITAMINE E ET LEUR UTILISATION EN TANT QU'AGENTS D'IMAGERIE À ÉCHELLES MULTIPLES

  摘要：

  本公开涉及维生素E衍生物作为多尺度成像剂。具体而言，本公开涉及同位素标记的维生素E衍生物及其作为多尺度成像剂的用途。

  公开号：

  WO2019210422A1
• 作为产物：
  描述：

  α-tocopherol triflate 在 10% Pd/C 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 20.0 ℃ 、482.64 kPa 条件下， 反应 60.0h， 以91%的产率得到(R)-2,5,7,8-tetramethyl-2-((4R,8R)-4,8,12-trimethyltridecyl)chroman
  参考文献：
  名称：

  A novel synthesis of tocopheryl amines and amides

  摘要：

  We report the synthesis of tocopheryl amines and amides from commercially available tocopherols. This synthesis improves the yield and diastereomeric purity of these biologically important compounds. The tocopheryl amines were prepared from the corresponding alpha- and delta-tocopherols using two distinct synthetic routes. The introduction of the C(6)-amino group can be achieved by aryl nitration/reduction or by Pd-catalyzed Substitution of an aryl triflate, depending on the structure of the starting material. We also prepared the succinamide and maleamide derivatives of each amine. Tocopheryl amides are more potent pro-apoptotic anti-cancer agents than the corresponding alpha-tocopheryl esters. These compounds act selectively within the mitochondria of cancer cells. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.10.056

文献信息

• <i>N</i>-Trifluoromethylthio-dibenzenesulfonimide: A Shelf-Stable, Broadly Applicable Electrophilic Trifluoromethylthiolating Reagent
  作者：Panpan Zhang、Man Li、Xiao-Song Xue、Chunfa Xu、Qunchao Zhao、Yafei Liu、Haoyang Wang、Yinlong Guo、Long Lu、Qilong Shen

  DOI：10.1021/acs.joc.6b01178

  日期：2016.9.2

  The super electrophilicity of a shelf-stable, easily prepared trifluoromethylthiolating reagent N-trifluoromethylthio-dibenzenesulfonimide 7 was demonstrated. Consistent with the theoretical prediction, 7 exhibits reactivity remarkably higher than that of other known electrophilic trifluoromethylthiolating reagents. In the absence of any additive, 7 reacted with a wide range of electron-rich arenes

  证明了耐贮存的，容易制备的三氟甲基硫醇化试剂N-三氟甲基硫基-二苯磺酰亚胺7的超亲电子性。与理论预测一致，7的反应活性明显高于其他已知的亲电子三氟甲基硫醇化试剂。在不存在任何添加剂的情况下，7在温和条件下与多种富电子芳烃和活化杂芳烃反应。同样，可以通过简单地改变反应溶剂来微调7与苯乙烯衍生物的反应，从而以高收率产生三氟甲硫基化的苯乙烯或羰基三氟甲硫基或氨基三氟甲硫基二官能化的化合物。
• A novel synthesis of tocopheryl amines and amides
  作者：Elahe Mahdavian、Smink Sangsura、Geoffrey Landry、John Eytina、Brian A. Salvatore

  DOI：10.1016/j.tetlet.2008.10.056

  日期：2009.1

  We report the synthesis of tocopheryl amines and amides from commercially available tocopherols. This synthesis improves the yield and diastereomeric purity of these biologically important compounds. The tocopheryl amines were prepared from the corresponding alpha- and delta-tocopherols using two distinct synthetic routes. The introduction of the C(6)-amino group can be achieved by aryl nitration/reduction or by Pd-catalyzed Substitution of an aryl triflate, depending on the structure of the starting material. We also prepared the succinamide and maleamide derivatives of each amine. Tocopheryl amides are more potent pro-apoptotic anti-cancer agents than the corresponding alpha-tocopheryl esters. These compounds act selectively within the mitochondria of cancer cells. (C) 2008 Elsevier Ltd. All rights reserved.
• [EN] VITAMIN E DERIVATIVES AND THEIR USE AS MULTI-SCALE IMAGING AGENTS<br/>[FR] DÉRIVÉS DE VITAMINE E ET LEUR UTILISATION EN TANT QU'AGENTS D'IMAGERIE À ÉCHELLES MULTIPLES
  申请人：EXACT DELIVERY INC

  公开号：WO2019210422A1

  公开（公告）日：2019-11-07

  The present disclosure relates to Vitamin E derivatives as multi-scale imaging agents. In particular, the present disclosure relates to isotopically labeled Vitamin E derivatives, and their use as multi-scale imaging agents.

  本公开涉及维生素E衍生物作为多尺度成像剂。具体而言，本公开涉及同位素标记的维生素E衍生物及其作为多尺度成像剂的用途。