(Z)-2-Ethoxy-3-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-acrylic acid ethyl ester | 16847-91-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (Z)-2-Ethoxy-3-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-acrylic acid ethyl ester
• CAS: 16847-91-9
• 化学式: C₁₇H₂₈O₇
• 分子量: 344.405
• InChiKey: XTLJLWPOLVPSPR-BNOWGMLFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.14
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  72.45
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (Z)-2-Ethoxy-3-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-acrylic acid ethyl ester 在 manganese(IV) oxide 、 lithium aluminium tetrahydride 、 tetraethylammonium metaperiodate 作用下， 以 乙醚 、 二氯甲烷 、 苯 为溶剂， 生成
  参考文献：
  名称：

  Synthesis of pyrrolo-castanospermine analogs: A novel fluoride ion induced rearrangement of a 3-trialkylsilyl substituted dihydro-2H-1,2-oxazine to a pyrrole.

  摘要：

  Hetero Diels-Alder reaction of diene 10, obtained in one step from aldehyde 4, with nitroso dienophile 6 produced the dihydro-2H-1,2-oxazines 12. Treatment of the tosylates 13 derived from 12 with TBAF induced a ring contraction process leading directly to pyrrole 16. Cyclization of this intermediate furnished the pyrrolo-castanospermine derivative 17.

  DOI：

  10.1016/s0040-4039(00)73634-3
• 作为产物：
  描述：

  [Ethoxy(ethoxycarbonyl)methylene]-triphenyl-phosphorane 、 2,3-二氟-6-硝基苯胺 生成 (Z)-2-Ethoxy-3-((4S,5R,4'R)-2,2,2',2'-tetramethyl-[4,4']bi[[1,3]dioxolanyl]-5-yl)-acrylic acid ethyl ester
  参考文献：
  名称：

  Synthesis of pyrrolo-castanospermine analogs: A novel fluoride ion induced rearrangement of a 3-trialkylsilyl substituted dihydro-2H-1,2-oxazine to a pyrrole.

  摘要：

  Hetero Diels-Alder reaction of diene 10, obtained in one step from aldehyde 4, with nitroso dienophile 6 produced the dihydro-2H-1,2-oxazines 12. Treatment of the tosylates 13 derived from 12 with TBAF induced a ring contraction process leading directly to pyrrole 16. Cyclization of this intermediate furnished the pyrrolo-castanospermine derivative 17.

  DOI：

  10.1016/s0040-4039(00)73634-3