(4R,4'R)-2,2'-(2,2,3,3,19,19,20,20-octamethyl-4,18-dioxa-3,19-disilahenicosane-11,11-diyl)bis(4-phenyl-4,5-dihydrooxazole) | 784206-51-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4R,4'R)-2,2'-(2,2,3,3,19,19,20,20-octamethyl-4,18-dioxa-3,19-disilahenicosane-11,11-diyl)bis(4-phenyl-4,5-dihydrooxazole)
• CAS: 784206-51-5
• 化学式: C₄₃H₇₀N₂O₄Si₂
• 分子量: 735.211
• InChiKey: CZFORLPMGSPURR-UWXQCODUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.26
• 重原子数：
  51.0
• 可旋转键数：
  20.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  61.64
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (4R,4'R)-2,2'-(2,2,3,3,19,19,20,20-octamethyl-4,18-dioxa-3,19-disilahenicosane-11,11-diyl)bis(4-phenyl-4,5-dihydrooxazole) 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以96%的产率得到7,7-Bis-((R)-4-phenyl-4,5-dihydro-oxazol-2-yl)-tridecane-1,13-diol
  参考文献：
  名称：

  Heterogeneous asymmetric nitro-Mannich reaction using a bis(oxazoline) ligand grafted on mesoporous silica

  摘要：

  A chiral bis(oxazoline) ligand was immobilized on mesoporous silica (SBA-15) and examined in an asymmetric heterogeneous nitro-Mannich reaction. Depending upon the size of the alkyl chain in the nitroalkane substrates, enantioselectivities comparable to and higher diastereoselectivities (syn/anti ratio) than those obtained from homogeneous reactions were observed. In the case of the long chain substituted nitroalkane substrate (nitrohexane), the best selectivities (diastereoselectivity: syn/anti = 98/2, and enantioselectivity: 93% and 82% ee's for syn- and anti-isomers, respectively), were observed. Recycling of the catalyst in subsequent reactions was carried out and gradually diminishing levels of both diastereo and enantioselectivities were observed after each recycle. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.07.024
• 作为产物：
  描述：

  D-苯甘氨醇 在 正丁基锂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 39.0h， 生成 (4R,4'R)-2,2'-(2,2,3,3,19,19,20,20-octamethyl-4,18-dioxa-3,19-disilahenicosane-11,11-diyl)bis(4-phenyl-4,5-dihydrooxazole)
  参考文献：
  名称：

  Heterogeneous asymmetric nitro-Mannich reaction using a bis(oxazoline) ligand grafted on mesoporous silica

  摘要：

  A chiral bis(oxazoline) ligand was immobilized on mesoporous silica (SBA-15) and examined in an asymmetric heterogeneous nitro-Mannich reaction. Depending upon the size of the alkyl chain in the nitroalkane substrates, enantioselectivities comparable to and higher diastereoselectivities (syn/anti ratio) than those obtained from homogeneous reactions were observed. In the case of the long chain substituted nitroalkane substrate (nitrohexane), the best selectivities (diastereoselectivity: syn/anti = 98/2, and enantioselectivity: 93% and 82% ee's for syn- and anti-isomers, respectively), were observed. Recycling of the catalyst in subsequent reactions was carried out and gradually diminishing levels of both diastereo and enantioselectivities were observed after each recycle. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.07.024