tert-butyl N-[(2S)-1-[4-[[4-(dimethylamino)phenyl]-[(2-methylpropan-2-yl)oxy]phosphoryl]phenyl]-3-[(2-methylpropan-2-yl)oxycarbonylamino]propan-2-yl]carbamate | 252980-36-2

• 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: tert-butyl N-[(2S)-1-[4-[[4-(dimethylamino)phenyl]-[(2-methylpropan-2-yl)oxy]phosphoryl]phenyl]-3-[(2-methylpropan-2-yl)oxycarbonylamino]propan-2-yl]carbamate
• CAS: 252980-36-2
• 化学式: C₃₁H₄₈N₃O₆P
• 分子量: 589.712
• InChiKey: BIJPMUYBHUGNGQ-OYHTZHFSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.76
• 重原子数：
  41.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  106.2
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2S)-1-[4-[[4-(dimethylamino)phenyl]-[(2-methylpropan-2-yl)oxy]phosphoryl]phenyl]-3-[(2-methylpropan-2-yl)oxycarbonylamino]propan-2-yl]carbamate 在 silver trifluoromethanesulfonate 、 三氟乙酸 作用下， 以 乙腈 为溶剂， 生成 [4-[(2S)-2,3-diaminopropyl]phenyl]-[4-[[4-[[[4-[[4-[(2S)-2,3-diaminopropyl]phenyl]-oxidophosphoryl]phenyl]-dimethylazaniumyl]methyl]phenyl]methyl-dimethylazaniumyl]phenyl]phosphinate
  参考文献：
  名称：

  Metal control of non-polar binding shape selectivity

  摘要：

  Ligand 1 forms a hydrophobic cavity upon binding to metals, the shape of which depends on the metal. A reversal in binding preference for naphthalene or biphenyl groups is found when the metal is changed from zinc to copper, with a selectivity change of 260 fold. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01579-8
• 作为产物：
  描述：

  在 tris(dibenzylideneacetone)dipalladium (0) 碳酸氢钠 、 三乙胺 作用下， 以 乙腈 为溶剂， 生成 tert-butyl N-[(2S)-1-[4-[[4-(dimethylamino)phenyl]-[(2-methylpropan-2-yl)oxy]phosphoryl]phenyl]-3-[(2-methylpropan-2-yl)oxycarbonylamino]propan-2-yl]carbamate
  参考文献：
  名称：

  Metal control of non-polar binding shape selectivity

  摘要：

  Ligand 1 forms a hydrophobic cavity upon binding to metals, the shape of which depends on the metal. A reversal in binding preference for naphthalene or biphenyl groups is found when the metal is changed from zinc to copper, with a selectivity change of 260 fold. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01579-8

文献信息

• Tuning of Binding Selectivity:  Metal Control of Organic Guest Binding and Allosteric Perturbation of Fluorescent Metal Sensor
  作者：Fen Wang、Alan W. Schwabacher

  DOI：10.1021/jo991246t

  日期：1999.11.1

  Ligand 1, bearing two ethylenediamine groups, was designed to form a hydrophobic cavity upon binding to metals. The shape of its nonpolar cavity depends on the metal: a reversal in binding preference for naphthalene or biphenyl groups is found when the metal is changed from zinc to copper, with a selectivity change of 260-fold. In the presence of dansylated amino acids, the new ligand constitutes a fluorescent sensor for zinc ion. Variations are seen in affinity for dansylamino acid with minor structural changes, and organic selectivity changes with complexes of variant metals. These findings suggest that sensor tuning of affinity and selectivity for metal is possible by choice of simple organic guest and for organic guest by choice of metal.