(S)-PINDOPHOS

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (S)-PINDOPHOS
• 英文别名: (2S)-N-diphenylphosphanyl-2-diphenylphosphanyloxy-3-(1H-indol-4-yloxy)-N-propan-2-ylpropan-1-amine
• 化学式: C₃₈H₃₈N₂O₂P₂
• 分子量: 616.679
• InChiKey: XKYDEJZSOAGOHI-HKBQPEDESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  44
• 可旋转键数：
  13
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  37.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  吲哚洛尔 在 三乙胺 作用下， 以 苯 为溶剂， 反应 4.0h， 生成 (S)-PINDOPHOS
  参考文献：
  名称：

  Enantioselective hydrogenation of dehydro-amino ac acid derivatives using pindophos-rhodium as chiral catalyst

  摘要：

  The enantiomers of PINDOPHOS, the aminophosphine phosphinite derivative of the commercial beta-blocker Pindolol, were prepared and used as ligands in the rhodium catalyzed asymmetric hydrogenation of non-proteinogenic amino acid precursors. The isolated (R)- and (S)-configured rhodium complexes are highly active catalysts leading to (L)- or (D)-amino acids. Enantiomeric excesses between 92 and 95% ee could be realized. The newly obtained amino acid derivatives were fully characterized by NMR spectroscopy. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00105-x
• 作为试剂：
  描述：

  methyl-(Z)-2-tert-butoxycarbonylamino-3-(4-methylphenyl)-propenoate 在 tetrafluoroboric acid 、 acethylacetonato(1,5-cyclooctadiene)rhodium(I) 、 氢气 、 (S)-PINDOPHOS 作用下， 以 甲醇 为溶剂， 25.0 ℃ 、100.0 kPa 条件下， 生成 2-tert-Butoxycarbonylamino-3-p-tolyl-propionic acid methyl ester 、 2-tert-Butoxycarbonylamino-3-p-tolyl-propionic acid methyl ester
  参考文献：
  名称：

  Enantioselective hydrogenation of dehydro-amino ac acid derivatives using pindophos-rhodium as chiral catalyst

  摘要：

  The enantiomers of PINDOPHOS, the aminophosphine phosphinite derivative of the commercial beta-blocker Pindolol, were prepared and used as ligands in the rhodium catalyzed asymmetric hydrogenation of non-proteinogenic amino acid precursors. The isolated (R)- and (S)-configured rhodium complexes are highly active catalysts leading to (L)- or (D)-amino acids. Enantiomeric excesses between 92 and 95% ee could be realized. The newly obtained amino acid derivatives were fully characterized by NMR spectroscopy. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00105-x

文献信息

• Enantioselective hydrogenation of dehydro-amino ac acid derivatives using pindophos-rhodium as chiral catalyst
  作者：Hans-Jörn Kreuzfeld、Ute Schmidt、Christian Döbler、Hans Walter Krause

  DOI：10.1016/0957-4166(96)00105-x

  日期：1996.4

  The enantiomers of PINDOPHOS, the aminophosphine phosphinite derivative of the commercial beta-blocker Pindolol, were prepared and used as ligands in the rhodium catalyzed asymmetric hydrogenation of non-proteinogenic amino acid precursors. The isolated (R)- and (S)-configured rhodium complexes are highly active catalysts leading to (L)- or (D)-amino acids. Enantiomeric excesses between 92 and 95% ee could be realized. The newly obtained amino acid derivatives were fully characterized by NMR spectroscopy. Copyright (C) 1996 Elsevier Science Ltd