methyl (5S,6E,8Z,11Z)-20-[tert-butyl(dimethyl)silyl]oxy-5-[tert-butyl(diphenyl)silyl]oxyicosa-6,8,11-trienoate | 303039-10-3

• 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: methyl (5S,6E,8Z,11Z)-20-[tert-butyl(dimethyl)silyl]oxy-5-[tert-butyl(diphenyl)silyl]oxyicosa-6,8,11-trienoate
• CAS: 303039-10-3
• 化学式: C₄₃H₆₈O₄Si₂
• 分子量: 705.182
• InChiKey: RDNZSCKKWSHBFZ-DMDSNYTGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.09
• 重原子数：
  49
• 可旋转键数：
  25
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (5S,6E,8Z,11Z)-20-[tert-butyl(dimethyl)silyl]oxy-5-[tert-butyl(diphenyl)silyl]oxyicosa-6,8,11-trienoate 在 咪唑 、 sodium azide 、 碘 、 4-甲基苯磺酸吡啶 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 33.5h， 生成 methyl (5S,6E,8Z,11Z)-20-amino-5-[tert-butyl(diphenyl)silyl]oxyicosa-6,8,11-trienoate
  参考文献：
  名称：

  The synthesis of a 5-HETE photoaffinity ligand

  摘要：

  The design and synthesis of a photoaffinity ligand 26, targeted at the 5h-dh, was accomplished. The synthesis was effected by two new synthetic routes which focus on the omega-hydroxy 5-HETE derivative 12 as a pivotal synthon. Preliminary results show ligand 26 to be an excellent substrate for the 5h-dh. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01064-9
• 作为产物：
  描述：

  methyl 5(S)-(tert-butyldiphenylsilyl)oxy-6-oxo-hexanoate 在 4-甲基苯磺酸吡啶 、 戴斯-马丁氧化剂 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 乙醇 、 二氯甲烷 、 苯 为溶剂， 反应 9.5h， 生成 methyl (5S,6E,8Z,11Z)-20-[tert-butyl(dimethyl)silyl]oxy-5-[tert-butyl(diphenyl)silyl]oxyicosa-6,8,11-trienoate
  参考文献：
  名称：

  The synthesis of a 5-HETE photoaffinity ligand

  摘要：

  The design and synthesis of a photoaffinity ligand 26, targeted at the 5h-dh, was accomplished. The synthesis was effected by two new synthetic routes which focus on the omega-hydroxy 5-HETE derivative 12 as a pivotal synthon. Preliminary results show ligand 26 to be an excellent substrate for the 5h-dh. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01064-9

文献信息

• The synthesis of a 5-HETE photoaffinity ligand
  作者：Goutam Saha、Subhash P Khanapure、William S Powell、Joshua Rokach

  DOI：10.1016/s0040-4039(00)01064-9

  日期：2000.8

  The design and synthesis of a photoaffinity ligand 26, targeted at the 5h-dh, was accomplished. The synthesis was effected by two new synthetic routes which focus on the omega-hydroxy 5-HETE derivative 12 as a pivotal synthon. Preliminary results show ligand 26 to be an excellent substrate for the 5h-dh. (C) 2000 Elsevier Science Ltd. All rights reserved.