[(2R,3S,4aR,6S,8S,8aS)-2-(2-iodoethyl)-2,8a-dimethyl-8-phenylmethoxy-6-(3-phenylmethoxypropyl)-3,4,4a,6,7,8-hexahydropyrano[3,2-b]pyran-3-yl] 2-[(1R,3S,5R,6S,8R,10S,12R,13S)-5-[tert-butyl(dimethyl)silyl]oxy-8,10-dimethyl-13-phenylmethoxy-12-(phenylmethoxymethyl)-2,7,11-trioxatricyclo[8.4.0.03,8]tetradecan-6-yl]acetate | 943824-89-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4aR,6S,8S,8aS)-2-(2-iodoethyl)-2,8a-dimethyl-8-phenylmethoxy-6-(3-phenylmethoxypropyl)-3,4,4a,6,7,8-hexahydropyrano[3,2-b]pyran-3-yl] 2-[(1R,3S,5R,6S,8R,10S,12R,13S)-5-[tert-butyl(dimethyl)silyl]oxy-8,10-dimethyl-13-phenylmethoxy-12-(phenylmethoxymethyl)-2,7,11-trioxatricyclo[8.4.0.03,8]tetradecan-6-yl]acetate
• CAS: 943824-89-3
• 化学式: C₆₅H₈₉IO₁₂Si
• 分子量: 1217.4
• InChiKey: FYXAXCUIROUJPK-ASILPCDYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.24
• 重原子数：
  79
• 可旋转键数：
  25
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  119
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4aR,6S,8S,8aS)-2-(2-iodoethyl)-2,8a-dimethyl-8-phenylmethoxy-6-(3-phenylmethoxypropyl)-3,4,4a,6,7,8-hexahydropyrano[3,2-b]pyran-3-yl] 2-[(1R,3S,5R,6S,8R,10S,12R,13S)-5-[tert-butyl(dimethyl)silyl]oxy-8,10-dimethyl-13-phenylmethoxy-12-(phenylmethoxymethyl)-2,7,11-trioxatricyclo[8.4.0.03,8]tetradecan-6-yl]acetate 在 叔丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 (1S,3R,8S,10R,12S,14S)-6-[[(1R,3S,5R,6S,8R,10S,12R,13S)-5-[tert-butyl(dimethyl)silyl]oxy-8,10-dimethyl-13-phenylmethoxy-12-(phenylmethoxymethyl)-2,7,11-trioxatricyclo[8.4.0.03,8]tetradecan-6-yl]methyl]-1,3-dimethyl-14-phenylmethoxy-12-(3-phenylmethoxypropyl)-2,7,11-trioxatricyclo[8.4.0.03,8]tetradecan-6-ol
  参考文献：
  名称：

  Synthesis of Cyclic Ether via an Intramolecular Barbier Reaction of Iodo Ester with Butyllithium

  摘要：

  DOI：

  10.3987/com-06-s(k)33
• 作为产物：
  描述：

  (2R,3S,4aR,6S,8S,8aS)-2-(2-iodoethyl)-2,8a-dimethyl-8-phenylmethoxy-6-(3-phenylmethoxypropyl)-3,4,4a,6,7,8-hexahydropyrano[3,2-b]pyran-3-ol 、 2-[(1R,3S,5R,6S,8R,10S,12R,13S)-5-[tert-butyl(dimethyl)silyl]oxy-8,10-dimethyl-13-phenylmethoxy-12-(phenylmethoxymethyl)-2,7,11-trioxatricyclo[8.4.0.03,8]tetradecan-6-yl]acetic acid 在 4-二甲氨基吡啶 、 2-甲基-6-硝基苯甲酸酐 作用下， 以 二氯甲烷 为溶剂， 以75%的产率得到[(2R,3S,4aR,6S,8S,8aS)-2-(2-iodoethyl)-2,8a-dimethyl-8-phenylmethoxy-6-(3-phenylmethoxypropyl)-3,4,4a,6,7,8-hexahydropyrano[3,2-b]pyran-3-yl] 2-[(1R,3S,5R,6S,8R,10S,12R,13S)-5-[tert-butyl(dimethyl)silyl]oxy-8,10-dimethyl-13-phenylmethoxy-12-(phenylmethoxymethyl)-2,7,11-trioxatricyclo[8.4.0.03,8]tetradecan-6-yl]acetate
  参考文献：
  名称：

  Synthesis of Cyclic Ether via an Intramolecular Barbier Reaction of Iodo Ester with Butyllithium

  摘要：

  DOI：

  10.3987/com-06-s(k)33