2-((5R,6R,7S,10R)-10-((tert-butyldimethylsilyl)oxy)-6,7-dimethyl-2-oxo-1-oxaspiro[4.5]decan-6-yl)acetaldehyde | 935528-93-1

• 英文名称: 2-((5R,6R,7S,10R)-10-((tert-butyldimethylsilyl)oxy)-6,7-dimethyl-2-oxo-1-oxaspiro[4.5]decan-6-yl)acetaldehyde
• CAS: 935528-93-1
• 化学式: C₁₉H₃₄O₄Si
• 分子量: 354.562
• InChiKey: KERZTUJDMQZKAL-SFUIVIKGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.48
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-((5R,6R,7S,10R)-10-((tert-butyldimethylsilyl)oxy)-6,7-dimethyl-2-oxo-1-oxaspiro[4.5]decan-6-yl)acetaldehyde 在 吡啶 、 邻苯二甲酸二甲酯 、 氢氟酸 、 乙腈 作用下， 以 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 2.33h， 生成 1-epi-pathylactone A
  参考文献：
  名称：

  Enantioselective Total Synthesis of 1-epi-Pathylactone A

  摘要：

  The first enantioselective total synthesis of 1-epi-pathylactone A, 3, has been accomplished using a PhI(OAc)(2)-mediated domino reaction as a key step. No diastereomeric separation was required throughout the whole synthetic scheme presented in this paper. Comparison of H-1 and C-13 NMR spectral data of the synthetic product with the reported spectral data of natural pathylactone A, coupled with an X-ray crystallographic analysis, led to the conclusion that the C1 configuration in the original paper was erroneously ascribed to (R).

  DOI：

  10.1021/ol070207y
• 作为产物：
  描述：

  在 四氯化钛 、 potassium carbonate 、 calcium carbonate 、 mercury dichloride 作用下， 以 甲醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 3.0h， 生成 2-((5R,6R,7S,10R)-10-((tert-butyldimethylsilyl)oxy)-6,7-dimethyl-2-oxo-1-oxaspiro[4.5]decan-6-yl)acetaldehyde
  参考文献：
  名称：

  Enantioselective Total Synthesis of 1-epi-Pathylactone A

  摘要：

  The first enantioselective total synthesis of 1-epi-pathylactone A, 3, has been accomplished using a PhI(OAc)(2)-mediated domino reaction as a key step. No diastereomeric separation was required throughout the whole synthetic scheme presented in this paper. Comparison of H-1 and C-13 NMR spectral data of the synthetic product with the reported spectral data of natural pathylactone A, coupled with an X-ray crystallographic analysis, led to the conclusion that the C1 configuration in the original paper was erroneously ascribed to (R).

  DOI：

  10.1021/ol070207y