(S)-4-(4-Methoxy-benzyloxy)-5-[(2S,4S,6R)-6-[(R)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-4-oxo-pentyl]-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxan-4-yl]-3,3-dimethyl-pentan-2-one | 268750-46-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-4-(4-Methoxy-benzyloxy)-5-[(2S,4S,6R)-6-[(R)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-4-oxo-pentyl]-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxan-4-yl]-3,3-dimethyl-pentan-2-one
• CAS: 268750-46-5
• 化学式: C₄₃H₅₈O₉
• 分子量: 718.928
• InChiKey: KMJKUCWNQABAHF-PHUOSPIVSA-N

物化性质

• 沸点：
  770.3±60.0 °C(Predicted)
• 密度：
  1.080±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  52.0
• 可旋转键数：
  18.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  98.75
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  (S)-4-(4-Methoxy-benzyloxy)-5-[(2S,4S,6R)-6-[(R)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-4-oxo-pentyl]-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxan-4-yl]-3,3-dimethyl-pentan-2-one 在 氯代二环己基硼烷 、 三乙胺 、 tetramethylammonium triacetoxyborohydride 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 147.0h， 生成 (3S,5S,7R)-8-[(2S,4R,6S)-6-[(2S,4R,6R)-4,6-Dihydroxy-2,8-bis-(4-methoxy-benzyloxy)-3,3,7,7-tetramethyl-octyl]-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxan-4-yl]-1,7-bis-(4-methoxy-benzyloxy)-2,2,6,6-tetramethyl-octane-3,5-diol
  参考文献：
  名称：

  Stereoselective Synthesis of Skipped Polyols by Substrate-Directed Asymmetric Induction

  摘要：

  A series of C-2- or sigma-symmetric oligo-1,3-dioxanylmethanes, 2-5, have been prepared using a bidirectional approach. In bidirectional syntheses of meso compounds, only substrate-based asymmetric induction could be applied. 1,3-Asymmetric induction in Mukaiyama-aldol additions, 1,5-asymmetric induction in enol-borinate aldol reactions, and 1,3-anti-selective reduction of aldols turned out to be reliable tools in the preparation of compounds 3-5.

  DOI：

  10.1021/ol0056325
• 作为产物：
  描述：

  (2S,4R,6S)-4,6-Diallyl-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxane 在 三氟化硼乙醚 、 臭氧 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 (S)-4-(4-Methoxy-benzyloxy)-5-[(2S,4S,6R)-6-[(R)-2-(4-methoxy-benzyloxy)-3,3-dimethyl-4-oxo-pentyl]-2-(4-methoxy-phenyl)-5,5-dimethyl-[1,3]dioxan-4-yl]-3,3-dimethyl-pentan-2-one
  参考文献：
  名称：

  Stereoselective Synthesis of Skipped Polyols by Substrate-Directed Asymmetric Induction

  摘要：

  A series of C-2- or sigma-symmetric oligo-1,3-dioxanylmethanes, 2-5, have been prepared using a bidirectional approach. In bidirectional syntheses of meso compounds, only substrate-based asymmetric induction could be applied. 1,3-Asymmetric induction in Mukaiyama-aldol additions, 1,5-asymmetric induction in enol-borinate aldol reactions, and 1,3-anti-selective reduction of aldols turned out to be reliable tools in the preparation of compounds 3-5.

  DOI：

  10.1021/ol0056325