[(1R,2S)-3-iodo-1-[(2R,5S,6S)-6-[(2S,3S,6R)-6-[(1R,2S)-3-iodo-2-methyl-1-trimethylsilyloxypropyl]-3-methyloxan-2-yl]-5-methyloxan-2-yl]-2-methylpropoxy]-trimethylsilane | 140465-01-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: [(1R,2S)-3-iodo-1-[(2R,5S,6S)-6-[(2S,3S,6R)-6-[(1R,2S)-3-iodo-2-methyl-1-trimethylsilyloxypropyl]-3-methyloxan-2-yl]-5-methyloxan-2-yl]-2-methylpropoxy]-trimethylsilane
• CAS: 140465-01-6
• 化学式: C₂₆H₅₂I₂O₄Si₂
• 分子量: 738.676
• InChiKey: PMFMQCJEPZEOEY-MTGRNIHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.94
• 重原子数：
  34.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  [(1R,2S)-3-iodo-1-[(2R,5S,6S)-6-[(2S,3S,6R)-6-[(1R,2S)-3-iodo-2-methyl-1-trimethylsilyloxypropyl]-3-methyloxan-2-yl]-5-methyloxan-2-yl]-2-methylpropoxy]-trimethylsilane 在 lithium aluminium tetrahydride 、 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 (1R,2R)-1-[(2S,3S,6R,2'S,3'S,6'R)-6'-((1R,2R)-1,5-Dihydroxy-2-methyl-pentyl)-3,3'-dimethyl-octahydro-[2,2']bipyranyl-6-yl]-2-methyl-pentane-1,5-diol
  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
• 作为产物：
  描述：

  (2S,3S)-2,3-Bis-((R)-2-iodo-1-methyl-ethyl)-1,4-dioxa-spiro[4.4]nonane 在 盐酸 、 叔丁基过氧化氢 、 三甲基氯硅烷 、 bis(acetylacetonate)oxovanadium 、 camphor-10-sulfonic acid 、 sodium hexamethyldisilazane 、 二异丁基氢化铝 、 三乙胺 、 sodium iodide 、 lithium diisopropyl amide 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 、 苯 为溶剂， 反应 162.25h， 生成 [(1R,2S)-3-iodo-1-[(2R,5S,6S)-6-[(2S,3S,6R)-6-[(1R,2S)-3-iodo-2-methyl-1-trimethylsilyloxypropyl]-3-methyloxan-2-yl]-5-methyloxan-2-yl]-2-methylpropoxy]-trimethylsilane
  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