(E)-3-((4R,5S)-2,2-dimethyl-5-((5R,6S)-2,2,3,3,6,8,8,9,9-nonamethyl-4,7-dioxa-3,8-disiladecan-5-yl)-1,3-dioxolan-4-yl)acrylaldehyde | 1234682-88-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-3-((4R,5S)-2,2-dimethyl-5-((5R,6S)-2,2,3,3,6,8,8,9,9-nonamethyl-4,7-dioxa-3,8-disiladecan-5-yl)-1,3-dioxolan-4-yl)acrylaldehyde
• CAS: 1234682-88-2
• 化学式: C₂₃H₄₆O₅Si₂
• 分子量: 458.786
• InChiKey: JCGIIZGRSJBQJJ-DUMOTHGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.06
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (E)-3-((4R,5S)-2,2-dimethyl-5-((5R,6S)-2,2,3,3,6,8,8,9,9-nonamethyl-4,7-dioxa-3,8-disiladecan-5-yl)-1,3-dioxolan-4-yl)acrylaldehyde 、 (4-bromo-4,4-difluorobut-2-ynyloxy)(tert-butyl)dimethylsilane 在 indium 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以48%的产率得到(S,E)-1-((4R,5S)-5-((1R,2S)-1,2-bis(tert-butyldimethylsilyloxy)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-7-(tert-butyldimethylsilyloxy)-4,4-difluorohept-1-en-5-yn-3-ol
  参考文献：
  名称：

  Synthesis of gem-difluoromethylenated analogues of anamarine

  摘要：

  Practical synthesis of two gem-difluoromethylenated analogues of anamarine was described. The important synthetic steps included the preparation of the key intermediates 20-21 through the indium-mediated gem-difluoropropargylation of aldehyde 18 with the Fluorine-containing building block 19 and efficient construction of alpha,beta-unsaturated-delta-lactone scaffold via BAIB/TEMPO procedure. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.02.010
• 作为产物：
  描述：

  (E)-3-((4R,5S)-5-((1R,2S)-1,2-bis(tert-butyldimethylsilyloxy)propyl)-2,2-dimethyl-1,3-dioxolan-4-yl)prop-2-en-1-ol 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 (E)-3-((4R,5S)-2,2-dimethyl-5-((5R,6S)-2,2,3,3,6,8,8,9,9-nonamethyl-4,7-dioxa-3,8-disiladecan-5-yl)-1,3-dioxolan-4-yl)acrylaldehyde
  参考文献：
  名称：

  Synthesis of gem-difluoromethylenated analogues of anamarine

  摘要：

  Practical synthesis of two gem-difluoromethylenated analogues of anamarine was described. The important synthetic steps included the preparation of the key intermediates 20-21 through the indium-mediated gem-difluoropropargylation of aldehyde 18 with the Fluorine-containing building block 19 and efficient construction of alpha,beta-unsaturated-delta-lactone scaffold via BAIB/TEMPO procedure. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.02.010