[(2R)-3-[[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-hydroxypropoxy]-methoxyphosphoryl]oxy-2-[(9Z,12Z)-octadeca-9,12-dienoyl]oxypropyl] (9Z,12Z)-octadeca-9,12-dienoate | 1225479-83-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: [(2R)-3-[[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-hydroxypropoxy]-methoxyphosphoryl]oxy-2-[(9Z,12Z)-octadeca-9,12-dienoyl]oxypropyl] (9Z,12Z)-octadeca-9,12-dienoate
• CAS: 1225479-83-3
• 化学式: C₄₉H₉₁O₁₀PSi
• 分子量: 899.315
• InChiKey: DJGMRQBOKOEJJY-NCBFUKOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.24
• 重原子数：
  61
• 可旋转键数：
  44
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  [(2R)-3-[[di(propan-2-yl)amino]-methoxyphosphanyl]oxy-2-[(9Z,12Z)-octadeca-9,12-dienoyl]oxypropyl] (9Z,12Z)-octadeca-9,12-dienoate 、 [(2R)-3-[[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-hydroxypropoxy]-methoxyphosphoryl]oxy-2-[(9Z,12Z)-octadeca-9,12-dienoyl]oxypropyl] (9Z,12Z)-octadeca-9,12-dienoate 在 四氮唑 、 四丁基高碘酸铵 作用下， 以 乙腈 、 二氯甲烷 为溶剂， 反应 4.5h， 以55%的产率得到
  参考文献：
  名称：

  Concise procedure for the synthesis of cardiolipins having different fatty acid combinations

  摘要：

  Production of a wide variety of cardiolipin (CL) analogues is critical for studying molecular mechanism of diverse biological functions of CL in mitochondria. We describe a concise procedure for the synthesis of CL using a phosphoramidite approach, which allows for the production of diverse CL analogues bearing linoleic acid(s) at any position on the glycerol backbone. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.02.071
• 作为产物：
  描述：

  在 pyridine hydrofluoride 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 反应 1.5h， 以63%的产率得到[(2R)-3-[[(2R)-2-[tert-butyl(dimethyl)silyl]oxy-3-hydroxypropoxy]-methoxyphosphoryl]oxy-2-[(9Z,12Z)-octadeca-9,12-dienoyl]oxypropyl] (9Z,12Z)-octadeca-9,12-dienoate
  参考文献：
  名称：

  Concise procedure for the synthesis of cardiolipins having different fatty acid combinations

  摘要：

  Production of a wide variety of cardiolipin (CL) analogues is critical for studying molecular mechanism of diverse biological functions of CL in mitochondria. We describe a concise procedure for the synthesis of CL using a phosphoramidite approach, which allows for the production of diverse CL analogues bearing linoleic acid(s) at any position on the glycerol backbone. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.02.071

文献信息

• Concise procedure for the synthesis of cardiolipins having different fatty acid combinations
  作者：Masato Abe、Shigeki Kitsuda、Shunji Ohyama、Shinya Koubori、Masatoshi Murai、Hideto Miyoshi

  DOI：10.1016/j.tetlet.2010.02.071

  日期：2010.4

  Production of a wide variety of cardiolipin (CL) analogues is critical for studying molecular mechanism of diverse biological functions of CL in mitochondria. We describe a concise procedure for the synthesis of CL using a phosphoramidite approach, which allows for the production of diverse CL analogues bearing linoleic acid(s) at any position on the glycerol backbone. (C) 2010 Elsevier Ltd. All rights reserved.