(5S,13S)-21-methoxy-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-triene | 327039-85-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (5S,13S)-21-methoxy-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-triene
• 英文别名: (5S,13S)-21-methoxy-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(21),17,19-triene
• CAS: 327039-85-0
• 化学式: C₂₉H₃₄O₆
• 分子量: 478.585
• InChiKey: YRUSTZHLEMPFGH-VSGBNLITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  35
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  (5S,13S)-21-methoxy-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-triene 在 硝酸 、 sodium nitrite 、 乙硫醇钠 作用下， 生成 (5S,13S)-21-hydroxy-19-nitro-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-triene
  参考文献：
  名称：

  通过使用手性冠醚和podand手性识别仲胺

  摘要：

  制备了具有伪24冠8环的手性冠醚（S，S）-3和手性podand（R，R）-4，它们都对仲胺N -α-二甲基苄胺具有良好的手性识别能力（15）和心得安（16）。

  DOI：

  10.1016/s0040-4039(02)02030-0
• 作为产物：
  描述：

  5-溴-1,3-二(溴甲基)-2-甲氧基苯 在 正丁基锂 、 4-甲基苯磺酸吡啶 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 为溶剂， 反应 41.5h， 生成 (5S,13S)-21-methoxy-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-triene
  参考文献：
  名称：

  Preparation of phenolic chiral crown ethers and podands and their enantiomer recognition ability toward secondary amines

  摘要：

  Phenolic pseudo-24-crown-8 (S,S)-3, pseudo-27-crown-9 (S,S)-4, and podands (R,R)-5 and (R,R)-6 possessing phenyl groups as chiral barriers were prepared and their chiral recognition properties toward secondary neutral amines were examined. Pseudo-24-crown-8 (S,S)-3 and podand (R,R)-5 showed sufficient binding ability and moderate chiral recognition ability toward secondary amines. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(03)00031-4

文献信息

• Chiral recognition of secondary amines by using chiral crown ether and podand
  作者：Keiji Hirose、Akihito Fujiwara、Kazuhisa Matsunaga、Nobuaki Aoki、Yoshito Tobe

  DOI：10.1016/s0040-4039(02)02030-0

  日期：2002.11

  Chiral crown ether (S,S)-3 having a pseudo-24-crown-8 ring and chiral podand (R,R)-4 were prepared and both exhibited good chiral recognition ability toward secondary amines, N-α-dimethylbenzylamine (15) and propranolol (16).

  制备了具有伪24冠8环的手性冠醚（S，S）-3和手性podand（R，R）-4，它们都对仲胺N -α-二甲基苄胺具有良好的手性识别能力（15）和心得安（16）。
• Preparation of phenolic chiral crown ethers and podands and their enantiomer recognition ability toward secondary amines
  作者：Keiji Hirose、Akihito Fujiwara、Kazuhisa Matsunaga、Nobuaki Aoki、Yoshito Tobe

  DOI：10.1016/s0957-4166(03)00031-4

  日期：2003.3

  Phenolic pseudo-24-crown-8 (S,S)-3, pseudo-27-crown-9 (S,S)-4, and podands (R,R)-5 and (R,R)-6 possessing phenyl groups as chiral barriers were prepared and their chiral recognition properties toward secondary neutral amines were examined. Pseudo-24-crown-8 (S,S)-3 and podand (R,R)-5 showed sufficient binding ability and moderate chiral recognition ability toward secondary amines. (C) 2003 Elsevier Science Ltd. All rights reserved.