(4R,5R,13R,14R)-19-benzyloxy-4,5,13,14-tetrabutyl-3,6,9,12,15-pentaoxa-21-azabicyclo-[15.3.1]heneicosa-1(21),17,19-triene | 623947-99-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4R,5R,13R,14R)-19-benzyloxy-4,5,13,14-tetrabutyl-3,6,9,12,15-pentaoxa-21-azabicyclo-[15.3.1]heneicosa-1(21),17,19-triene
• 英文别名: (4R,5R,13R,14R)-4,5,13,14-tetrabutyl-19-phenylmethoxy-3,6,9,12,15-pentaoxa-21-azabicyclo[15.3.1]henicosa-1(20),17(21),18-triene
• CAS: 623947-99-9
• 化学式: C₃₈H₆₁NO₆
• 分子量: 627.905
• InChiKey: FQEMZSJXGKTQJK-SIMZDOAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  45
• 可旋转键数：
  15
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (4R,5R,13R,14R)-19-benzyloxy-4,5,13,14-tetrabutyl-3,6,9,12,15-pentaoxa-21-azabicyclo-[15.3.1]heneicosa-1(21),17,19-triene 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 以80%的产率得到(4R,5R,13R,14R)-4,5,13,14-tetrabutyl-3,6,9,12,15-pentaoxa-21-azabicyclo-[15.3.1]heneicosa-17,20-diene-19(21H)-one
  参考文献：
  名称：

  Synthesis of new optically active pyridino- and pyridono-18-crown-6 type ligands containing four lipophilic chains

  摘要：

  Highly lipophilic enantiomerically pure pyridino- and pyridono-18-crown-6 type ligands containing four stereogenic centers to which butyl or butoxymethyl groups are attached have been synthesized. X-Ray analysis of the (R)-1-phenylethylammonium and benzylammonium perchlorate complexes of the unsubstituted pyridono ligand revealed, that, in contrast to the free ligand, in the complex the hydroxypyridine tautomer is present. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00590-1
• 作为产物：
  描述：

  (5R,6R)-decane-5,6-diol 在 palladium on activated charcoal 氢气 、 sodium hydride 、 二异丁基氢化铝 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 1.25h， 生成 (4R,5R,13R,14R)-19-benzyloxy-4,5,13,14-tetrabutyl-3,6,9,12,15-pentaoxa-21-azabicyclo-[15.3.1]heneicosa-1(21),17,19-triene
  参考文献：
  名称：

  Synthesis of new optically active pyridino- and pyridono-18-crown-6 type ligands containing four lipophilic chains

  摘要：

  Highly lipophilic enantiomerically pure pyridino- and pyridono-18-crown-6 type ligands containing four stereogenic centers to which butyl or butoxymethyl groups are attached have been synthesized. X-Ray analysis of the (R)-1-phenylethylammonium and benzylammonium perchlorate complexes of the unsubstituted pyridono ligand revealed, that, in contrast to the free ligand, in the complex the hydroxypyridine tautomer is present. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00590-1

文献信息

• Synthesis of new optically active pyridino- and pyridono-18-crown-6 type ligands containing four lipophilic chains
  作者：János Gerencsér、Nikoletta Báthori、Mátyás Czugler、Péter Huszthy、Mihály Nógrádi

  DOI：10.1016/s0957-4166(03)00590-1

  日期：2003.9

  Highly lipophilic enantiomerically pure pyridino- and pyridono-18-crown-6 type ligands containing four stereogenic centers to which butyl or butoxymethyl groups are attached have been synthesized. X-Ray analysis of the (R)-1-phenylethylammonium and benzylammonium perchlorate complexes of the unsubstituted pyridono ligand revealed, that, in contrast to the free ligand, in the complex the hydroxypyridine tautomer is present. (C) 2003 Elsevier Ltd. All rights reserved.