1-(Benzyloxy)-2,2-bis<<(tert-butyldimethylsilyl)oxy>methyl>-3-<(2-methoxyethoxy)methoxy>propane | 156666-21-6

• 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: 1-(Benzyloxy)-2,2-bis<<(tert-butyldimethylsilyl)oxy>methyl>-3-<(2-methoxyethoxy)methoxy>propane
• 英文别名: Tert-butyl-[2-[[tert-butyl(dimethyl)silyl]oxymethyl]-2-(2-methoxyethoxymethoxymethyl)-3-phenylmethoxypropoxy]-dimethylsilane
• CAS: 156666-21-6
• 化学式: C₂₈H₅₄O₆Si₂
• 分子量: 542.904
• InChiKey: OGVDGMYFLUDLJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.87
• 重原子数：
  36
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(Benzyloxy)-2,2-bis<<(tert-butyldimethylsilyl)oxy>methyl>-3-<(2-methoxyethoxy)methoxy>propane 在 zinc dibromide 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 以77%的产率得到rac-3-(Benzyloxy)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-2-<<(2-methoxyethoxy)methoxy>methyl>-1-propanol
  参考文献：
  名称：

  Synthesis and Characterization of a Chiral Dendrimer Derived from Pentaerythritol

  摘要：

  The synthesis and characterization of chiral dendrimer 1 in its racemic form is reported. The chirality of this macromolecule, with a molecular weight of 2831, is based on a pentaerythritol core, acting as a stereocenter with four dendritic substituents of different generation. The synthesis is making use of a newly developed, general route to a multisubstituted pentaerythritol derivative. Resolution of 1 is hampered by conformational flexibility. The latter, however, allows detailed H-1-NMR characterization indicating the stratified structure of the dendrimer. Considerable resolution of the 1H-NMR signals of the inner protons in C6D6 and C6D5N suggests that 1 adopts an overall chiral shape in solution.

  DOI：

  10.1021/jo00094a044
• 作为产物：
  描述：

  Diethyl (diethoxymethyl)(hydroxymethyl)malonate 在 咪唑 、 sodium tetrahydroborate 、 lithium aluminium tetrahydride 、 sodium hydride 、 对甲苯磺酸 、 二异丙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 53.25h， 生成 1-(Benzyloxy)-2,2-bis<<(tert-butyldimethylsilyl)oxy>methyl>-3-<(2-methoxyethoxy)methoxy>propane
  参考文献：
  名称：

  Synthesis and Characterization of a Chiral Dendrimer Derived from Pentaerythritol

  摘要：

  The synthesis and characterization of chiral dendrimer 1 in its racemic form is reported. The chirality of this macromolecule, with a molecular weight of 2831, is based on a pentaerythritol core, acting as a stereocenter with four dendritic substituents of different generation. The synthesis is making use of a newly developed, general route to a multisubstituted pentaerythritol derivative. Resolution of 1 is hampered by conformational flexibility. The latter, however, allows detailed H-1-NMR characterization indicating the stratified structure of the dendrimer. Considerable resolution of the 1H-NMR signals of the inner protons in C6D6 and C6D5N suggests that 1 adopts an overall chiral shape in solution.

  DOI：

  10.1021/jo00094a044

文献信息

• Synthesis and Characterization of a Chiral Dendrimer Derived from Pentaerythritol
  作者：John A. Kremers、E. W. Meijer

  DOI：10.1021/jo00094a044

  日期：1994.7

  The synthesis and characterization of chiral dendrimer 1 in its racemic form is reported. The chirality of this macromolecule, with a molecular weight of 2831, is based on a pentaerythritol core, acting as a stereocenter with four dendritic substituents of different generation. The synthesis is making use of a newly developed, general route to a multisubstituted pentaerythritol derivative. Resolution of 1 is hampered by conformational flexibility. The latter, however, allows detailed H-1-NMR characterization indicating the stratified structure of the dendrimer. Considerable resolution of the 1H-NMR signals of the inner protons in C6D6 and C6D5N suggests that 1 adopts an overall chiral shape in solution.