1,1,2,2-Tetradeuterio-2-[1,1,2,2-tetradeuterio-2-[1,1,2,2-tetradeuterio-2-(1,1,2,2-tetradeuterio-2-phenylmethoxyethoxy)ethoxy]ethoxy]ethanol | 1009631-08-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1,2,2-Tetradeuterio-2-[1,1,2,2-tetradeuterio-2-[1,1,2,2-tetradeuterio-2-(1,1,2,2-tetradeuterio-2-phenylmethoxyethoxy)ethoxy]ethoxy]ethanol
• CAS: 1009631-08-6
• 化学式: C₁₅H₂₄O₅
• 分子量: 300.226
• InChiKey: QDPIVUQXPXUNLN-GSKFYDLFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  20
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,1,2,2-Tetradeuterio-2-[1,1,2,2-tetradeuterio-2-[1,1,2,2-tetradeuterio-2-(1,1,2,2-tetradeuterio-2-phenylmethoxyethoxy)ethoxy]ethoxy]ethanol 、 甲基磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.75h， 生成 [1,1,2,2-Tetradeuterio-2-[1,1,2,2-tetradeuterio-2-[1,1,2,2-tetradeuterio-2-(1,1,2,2-tetradeuterio-2-phenylmethoxyethoxy)ethoxy]ethoxy]ethyl] methanesulfonate
  参考文献：
  名称：

  New Deuterated Oligo(ethylene glycol) Building Blocks and Their Use in the Preparation of Surface Active Lipids Possessing Labeled Hydrophilic Tethers

  摘要：

  For the introduction of additional analysis protocols of tethered molecules, a method is presented to prepare functionalized, deuterated oligo(ethylene glycols) from ethylene glycol-d(4). Partial oligomerization of ethylene glycol-d(4) and conversion to ditosylates is accompanied by coupling reactions to prepare doubly benzyl protected oligo(ethylene glycols) with two to five repeating units. The tetramer bearing 16 deuteria was elaborated at both ends to eventually prepare 2,3-di-O-phytanyl-sn-glycerol-1-tetraethylene glycol-D,L-alpha-lipoic acid ester (DPTL), which bears a fully deuterated tetra(ethylene glycol) spacer group. Through linking of functionalized components, an analogue of DPTL possessing an octa(ethylene glycol) spacer group was prepared, both in deuterated and unlabeled form.

  DOI：

  10.1021/jo701979z
• 作为产物：
  描述：

  1,1,2,2-Tetradeuterio-2-[1,1,2,2-tetradeuterio-2-[1,1,2,2-tetradeuterio-2-(1,1,2,2-tetradeuterio-2-hydroxyethoxy)ethoxy]ethoxy]ethanol 、 溴甲苯 在 silver(l) oxide 作用下， 以 二氯甲烷 为溶剂， 以93%的产率得到1,1,2,2-Tetradeuterio-2-[1,1,2,2-tetradeuterio-2-[1,1,2,2-tetradeuterio-2-(1,1,2,2-tetradeuterio-2-phenylmethoxyethoxy)ethoxy]ethoxy]ethanol
  参考文献：
  名称：

  New Deuterated Oligo(ethylene glycol) Building Blocks and Their Use in the Preparation of Surface Active Lipids Possessing Labeled Hydrophilic Tethers

  摘要：

  For the introduction of additional analysis protocols of tethered molecules, a method is presented to prepare functionalized, deuterated oligo(ethylene glycols) from ethylene glycol-d(4). Partial oligomerization of ethylene glycol-d(4) and conversion to ditosylates is accompanied by coupling reactions to prepare doubly benzyl protected oligo(ethylene glycols) with two to five repeating units. The tetramer bearing 16 deuteria was elaborated at both ends to eventually prepare 2,3-di-O-phytanyl-sn-glycerol-1-tetraethylene glycol-D,L-alpha-lipoic acid ester (DPTL), which bears a fully deuterated tetra(ethylene glycol) spacer group. Through linking of functionalized components, an analogue of DPTL possessing an octa(ethylene glycol) spacer group was prepared, both in deuterated and unlabeled form.

  DOI：

  10.1021/jo701979z

文献信息

• New Deuterated Oligo(ethylene glycol) Building Blocks and Their Use in the Preparation of Surface Active Lipids Possessing Labeled Hydrophilic Tethers
  作者：Robert J. Faragher、Adrian L. Schwan

  DOI：10.1021/jo701979z

  日期：2008.2.1

  For the introduction of additional analysis protocols of tethered molecules, a method is presented to prepare functionalized, deuterated oligo(ethylene glycols) from ethylene glycol-d(4). Partial oligomerization of ethylene glycol-d(4) and conversion to ditosylates is accompanied by coupling reactions to prepare doubly benzyl protected oligo(ethylene glycols) with two to five repeating units. The tetramer bearing 16 deuteria was elaborated at both ends to eventually prepare 2,3-di-O-phytanyl-sn-glycerol-1-tetraethylene glycol-D,L-alpha-lipoic acid ester (DPTL), which bears a fully deuterated tetra(ethylene glycol) spacer group. Through linking of functionalized components, an analogue of DPTL possessing an octa(ethylene glycol) spacer group was prepared, both in deuterated and unlabeled form.