benzyl 4-{(3S,4S)-3,4-bis(benzyloxy)-pyrrolidin-1-yl}-benzoate | 869627-62-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: benzyl 4-{(3S,4S)-3,4-bis(benzyloxy)-pyrrolidin-1-yl}-benzoate
• 英文别名: benzyl 4-[(3S,4S)-3,4-bis(phenylmethoxy)pyrrolidin-1-yl]benzoate
• CAS: 869627-62-3
• 化学式: C₃₂H₃₁NO₄
• 分子量: 493.602
• InChiKey: VLVMSMVWAISAQD-CONSDPRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  benzyl 4-{(3S,4S)-3,4-bis(benzyloxy)-pyrrolidin-1-yl}-benzoate 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 以98%的产率得到4-{(3S,4S)-3,4-dihydroxy-pyrrolidin-1-yl}-benzoic acid
  参考文献：
  名称：

  Design of Branched and Chiral Solvatochromic Probes:  Toward Quantifying Polarity Gradients in Dendritic Macromolecules

  摘要：

  [GRAPHICS]A pair of chiral, branched monomer building blocks, consisting of a solvatochromic probe and a spectroscopically inactive volume dummy, has been developed. The probe can selectively be excited, and its fluorescence characteristics provide information about local polarity. Incorporation of these monomers into high-generation polyester clendrimers should enable a detailed investigation of the polarity/density profile in dendritic architectures and ultimately allow for the realization of energy gradients from one chromophore building block only.

  DOI：

  10.1021/ol0519902
• 作为产物：
  描述：

  (3S,4S)-3,4-Bis-benzyloxy-1-(toluene-4-sulfonyl)-pyrrolidine 在 potassium phosphate 、 copper(l) iodide 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙二醇 、 异丙醇 为溶剂， 反应 84.0h， 生成 benzyl 4-{(3S,4S)-3,4-bis(benzyloxy)-pyrrolidin-1-yl}-benzoate
  参考文献：
  名称：

  Design of Branched and Chiral Solvatochromic Probes:  Toward Quantifying Polarity Gradients in Dendritic Macromolecules

  摘要：

  [GRAPHICS]A pair of chiral, branched monomer building blocks, consisting of a solvatochromic probe and a spectroscopically inactive volume dummy, has been developed. The probe can selectively be excited, and its fluorescence characteristics provide information about local polarity. Incorporation of these monomers into high-generation polyester clendrimers should enable a detailed investigation of the polarity/density profile in dendritic architectures and ultimately allow for the realization of energy gradients from one chromophore building block only.

  DOI：

  10.1021/ol0519902

文献信息

• Design of Branched and Chiral Solvatochromic Probes:  Toward Quantifying Polarity Gradients in Dendritic Macromolecules
  作者：Petar Milosevic、Stefan Hecht

  DOI：10.1021/ol0519902

  日期：2005.10.1

  [GRAPHICS]A pair of chiral, branched monomer building blocks, consisting of a solvatochromic probe and a spectroscopically inactive volume dummy, has been developed. The probe can selectively be excited, and its fluorescence characteristics provide information about local polarity. Incorporation of these monomers into high-generation polyester clendrimers should enable a detailed investigation of the polarity/density profile in dendritic architectures and ultimately allow for the realization of energy gradients from one chromophore building block only.