(2R,3R,2'R,5'S,6'S,2''S,3''S,6''R,2'''R,3'''R)-3,5,5,5',3'',3''',5''',5'''-Octamethyl-hexadecahydro-[2,2';6',2'';6'',2''']quaterpyran | 140464-87-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: (2R,3R,2'R,5'S,6'S,2''S,3''S,6''R,2'''R,3'''R)-3,5,5,5',3'',3''',5''',5'''-Octamethyl-hexadecahydro-[2,2';6',2'';6'',2''']quaterpyran
• 英文别名: (2R,3R)-3,5,5-trimethyl-2-[(2R,5S,6S)-5-methyl-6-[(2S,3S,6R)-3-methyl-6-[(2R,3R)-3,5,5-trimethyloxan-2-yl]oxan-2-yl]oxan-2-yl]oxane
• CAS: 140464-87-5
• 化学式: C₂₈H₅₀O₄
• 分子量: 450.703
• InChiKey: LQZYAXZKNXWFOR-MTGRNIHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (1R,2R)-1-[(2S,3S,6R,2'S,3'S,6'R)-6'-((1R,2R)-1,5-Dihydroxy-2,4,4-trimethyl-pentyl)-3,3'-dimethyl-octahydro-[2,2']bipyranyl-6-yl]-2,4,4-trimethyl-pentane-1,5-diol 在 吡啶 、 4-二甲氨基吡啶 、 sodium hydride 、 三乙胺 、 对甲苯磺酰氯 作用下， 生成 (2R,3R,2'R,5'S,6'S,2''S,3''S,6''R,2'''R,3'''R)-3,5,5,5',3'',3''',5''',5'''-Octamethyl-hexadecahydro-[2,2';6',2'';6'',2''']quaterpyran
  参考文献：
  名称：

  Enantioselective complexation of organic ammonium ions by simple tetracyclic podand ionophores

  摘要：

  A series of enantiomerically pure, C2-symmetric tetracyclic podands are synthesized and studied. These host molecules have methyl substitution, which allows only a few low-energy conformations, and they form well-defined complexes with chiral ammonium salts. With derivatives of alpha-phenethylammonium hexafluorophosphate as guests, binding enantioselectivity ranges from approximately 0 to 60% ee. X-ray structures of several podand/chiral ammonium perchlorate complexes are described along with a conformational analysis of the podands and their complexes.

  DOI：

  10.1021/ja00037a014